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Please login to access the full content or check if you have access via36.1.7.2.5 Variation 5: Catalytic, Enantioselective Additions of Organozinc Reagents
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Frost, C. G.; Le Nôtre, J., Science of Synthesis, (2008) 36, 308.
The enantioselective addition of organozinc derivatives to carbonyl compounds has been a subject of great interest since the first example, described in 1984.[240] It was reported that the addition of diethylzinc to benzaldehyde in the presence of a catalytic amount of (S)-leucinol leads to the formation of (R)-1-phenylpropan-1-ol in 49% ee. Since this first discovery a plethora of methods have been developed and several reviews are available.[173,206–210]
Me 8888, Meeeee eeeeeeeee eee eeeee eeeeeeee ee eee eeeeeeee ee eeeeeeeeeee eeee eeee eeee eeeeeeeeeeeee, ee ee 88% ee, eeeee eeeeeee-eeeeeee eeeee eeeeeee 88 ee e eeeeeeeee eeeeee ee eeee eeeeeeee eeee ee 88 (Meeeee 88).[888]
Meeeee 88 Meeeeeeeeeeeeeee Meeeeeee ee Meeeeeeeeee Meeee e Meeeeee-Meeeeee Meeee Meeeeee Meeeeeee[888]
Meeee eee eeeeeee eeeeeee eeeee e eeeee eeeeeee ee eeeeeee, eee eeeeeee eee ee eeeeeeeeeee: eee eeeee Meeee eeee eeeeeee, eee ee eeeeeeeeeee eeeeeeee eeeee Meeee eeee eeeeeeeee.
Meeeeeeee eee eeee eeeeeeeeeeeee eeeeeeee eeee eeeeeeee 88, e eeeee eeeeee ee eeeeee eeeeeee, eeeeee eeeee ee ee eeeee eeeeeee eeeeeeeeeeeee, eeee eeee eeeeeeeee eee eeee eee eee eeeeeeeeeeeeeeee eeeeeeee ee eeeeeeeeee eeeeeee ee eeeeeeeee eee eeeeeee (Meeee 8). Meeeeee eeeeeeeeee eee eeee eeeeeeeee eee eee eeee eeeeee eeeeeeeeeee eeeeeee ee eeeeeeeeeee, eeeeeeee ee eeee eeeee eeeeeeee-, eeeeeeeeeee-, ee eeeeeeeeeee eeee eeee eeee. M eeeeeee ee eeeeeee ee eeeeeeeee eee eeee eeeeeeeeeeeeeeeeeeee eee eeeeeee eeeee 8–88 eee% ee eeeeee.[888–888]
Meeee 8 Meeee Meee Meeeeee eee Meeeeeee ee Meeeeeeeeee Meeeeeee[888–888]
Meeeee | Meeeee (eee%) | Meeeeee ee (%) Meeeeeee | Mee |
---|---|---|---|
8 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
8 | 888 | [888] | |
8 | 88 | [888] | |
8 | 888 | [888] | |
8 | 88 | [888] | |
88 | 888 | [888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
8 | 888 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
8 | 888 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 888 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
8.8 | 88 | [888] |
Meeeee eeeeeee eeeeeee eeeeeeee eeeee eee eeee eeeeeeeeeeee ee eee eeeeeeeeeeeeeeee eeeeeeee ee eeeeeeeeeee eeeeeeeeeee ee eeeeeeee eeeeeeeee ee eeee eeeeeeee 88. M eeeeee ee eeeeeee eee eeeeeee eeee eeeeee eeeee eeee ee 88 (MMMMMM), eee eeee eeeeeeeeeeeeeeeeeeee eee ee eeeeeeee ee eee eeeeeeee eeeeeeee.[888] Mee eeeeee eeeeeeee eee eee ee e eeeeeeeee eeeeee ee eeeeee eeeeee ee eee eeeeeeee ee ee eeeeee ee e eeeeeeee eeeeeee, eeeeeee eeeeeeee(MM) eeeeeeeeeeee, eeeee eeeee ee eee eeeeeeeee ee e eeeeee eeeeeeee eeeee eee ee eee eeeeeeeeeee ee eeeeee eee eeeeeeeeeee ee eee eeeeeeee eeeeeeeee ee eee eeeeee ee eeeeeeee eeeeeeeee eee ee eee eeeeeeeee ee eee eeeeeeeeeeee ee eee eeeeee. Meeeeeee eeeeeeeee eeeeeee eee eeeeeeeee ee eeeeeee eee eee eeeeee eee eee ee eeeeeeee ee eeeeeee (Meeee 8).[888–888]
Meeee 8 Meeeeee eee Meeee Meee Meeeeeee Meeeeeee ee Meeeeeeeeee Meeeeeee[888–888]
Meeeee | Meeeee (eee%) | Meeeeee ee (%) Meeeeeee | Mee |
---|---|---|---|
88–88 | 88 | [888,888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
88 | 88 | [888,888] | |
88 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] | |
8 | 88 | [888] | |
8 | 88 | [888] | |
88 | 88 | [888] |
Mee eeeeeeeee eeeee ee eeeeeee eee eee eeeeeeeeeeeeeeee eeeeeeee ee eeeeeeeeee eeeeeeeeeee ee eeeeeeee eeeeeeeee eeee eeee eeeeeeeeeee ee eeeeeeee eeee ee eeeeeeee ee eeeeeeeeee. Meee eeeeee eee eeeeeeeee ee eee eeeeeeeee eeee eeeeeeeee eeeeee eeeeeee eee eeeee eeeee eee eeeeeee eeeeeeeee eeeeeeeee. Meeeeeeeee-eeee eeeeeeeee eee eeee ee eeeeeeeee ee eeee eeeeee eee eeee eeeeeeeeeeeee. Me eeeeeeee ee eeeeeeeeeee eeeeee eeeeeee eee eeeeeeeeeeeeeeee eeeeeeeeee eeeeeeeee ee eeeeeeee eeeeeeeee ee eeeeeeeee.[888]
Mee eeeeee eeee eeee eeeee eeeeeeeee eeeeee eeeeeee, eeee ee 88 (88 eee% eeee, 88–88% ee eeeeeeee eeee eeeee eeee)[888] ee 88 (88 eee% eeee, 88% ee eeeeeeee)[888] ee eeeeeee ee eeee eeee eeee eee eee-eeeeeeeee eeeeeeeeeee. Meeeeeeeeeeee eee eeeeeeee ee eee eeee eeeee eeeee eeeeeee eeee (Meeeee 88).
Meeeee 88 Meeeeeeee Meeeee Meeeeee eee eee Meeeeeeeeeeeeeee Meeeeeee ee Meeeeeeeee Meeeeeee[888,888]
Mee eeeeeeeeeeee eeeeeeee ee eeeeeeeeeee eeeeeeeeeee ee eeeeeeee eeeeeeeee eee eeeee ee eeee eeeeee eee eeee eeeeeeeeeeeeeeeeeeee ee eeeee eeeeee eeeeeeeee eeeeeeeee ee eeee.[888] Mee eee ee eeee(MM) eeeeeeeeeeeeeeeeeeeeeeeee, eeee M-eeeeeeeeeeeeeee (88) ee eeee eeeeeeeeeee, eee eee eeeeeeee ee eeeeeee eeeeeeee ee eeeeeeeee ee eeee eeeeeeeee eeeeeeee 888 eeee ee ee 88% ee eee eeee eeeeeeeee (Meeeee 88).[888] Meeeeee eeeeee ee eeeeeeeeeeeeeeeeee eeee eeee eeeeeee eeeee eeeeeeeee eeeeeee, eeee ee eeeee eeeeeeeee eeeeeeeeee.
Meeeee 88 Meeeeeee ee Meeeeeeeeee Meeeeeee Meeee Meee(MM) Meeeeeeeeeeeeeeeeeeeeeeee[888]
Mee ee eeee eeeeeeeeee ee eeeeeeeeeee eeeeeeeeeee eee eeee ee eeeeeeee eeeee eeeeeeeeeee eeeeeee ee eeeeeeeeee. Mee eeeeeeeeeeeeeeee eeeeeeee eeee eeeeeee eeee ee eeeeeeeeeeee ee eeee eeeeeeee.[888] Meee–eeeee-eeee eeeeeeeee eee ee eeee ee eeee eeeeeeee eee eeee, eeeee eeeeeeeeeeee ee eeeeeeeee, eee eeeeeeeeeeeee eeeeeeee eeeeeee 888 ee 88% ee (Meeeee 88).[888]
Meeeee 88 Meeeeeee ee ee Meeeeeeeeee Meeeeee Meeeeeeee Me Meee eeee Meeeeeeeeeee[888]
Meeeee eeeeeee eeeeeeee eee ee eeeeeeee ee eeeeeeee ee eeeeeeeeeee eeeeeeeeeee ee eeeeeeee eeeeeeeee.[888] Meeee eeeeeeeeeee eeeeeeee eee eeeeeeeeeee ee eeee ee eeeeeeeeeeeeeee eeeeeeeee eeeeeee eeeeeeeeeee eee eeeeeeeeeeeeee eeee. Meeee e eeeeee eeeeee ee eee eeeeeeeeeee, eeeeeeeeeeeeeeeeeeee ee eeee ee 88% ee eeee eeee eeeeeeee.
Meeeeeeeeeee Meeeeeeee
8-Meeeeeeeeeee-8-ee (88); Meeeeee Meeeeeeee:[888]
Me e eeeee-eeeee Meeeeee eeee eee eeeeee eeeeee 88 (888 ee, 8.88 eeee) eee eee eeeeeee (888 eM), eee eee eeeeeee eee eeeeeeee eee eeeeee eeeee eeeee. Me eeee eeeeeee eee eeeee 8.88 M Me8Me ee eeeeeee (88.8 eM, 888 eeee) eee eee eeeeeeeee eeee eee eeeeeee ee 88°M eee 88 eee (eeeeee eeeeeeeee eee eeeeeeeee ee 8M MMM). Meeee eeeeeee ee −88°M, MeMMM (88.8 e, 88.8 eeee) eee eeeee eee eee eeeeeee eee eeeeee ee 8°M, eeeeeee eee 8 e, eee eeeeeeee eeee eee. MM8Me. Meeeeeeeee eeeeee eee eeeeeeeeeeee eeee eee eeeeeee; eeeee: 88.8 e (88%); 88% ee; [α]M88 −88.8 (e 8.88, MMMe8).
8-Meeeeeeeeeee-8-ee (88, M8 = MM8MM8Me; M8 = Me); Meeeeee Meeeeeeee Meeee MMMMMM:[888]
Meee 88 (8.888 e, 8.8 eeee) eee eeeeee eeeee eeeee ee e eee 888-eM eeeee eeee e eeee eee. Me(MeMe)8 (8.88 e, 8.8 eeee) eee eeeeeee (88 eM) eeee eeeee ee eeeeeee, eee, eeeee eeeeeeee ee ee eee 8 e, eee eeeeeee eee eMeMM eeee eeeeeee (88°M/8 × 88−8 Meee). Mee eeeee eeeeeee eee eeeeeeee ee ee eeee eeeeeee (88 eM) eee Me(MeMe)8 (8.8 eM, 8.8 e, 8.8 eeee), eee eee eeee eee eeeeee ee −88°M (eeeeeeee). M 8 M eeee ee Me8Me ee eeeeeee (8.8 eM, 8.8 eeee) eee eeee 8-eeeeeeeeeeeeee (8.88 eM, 8.88 e, 8.8 eeee) eeee eeeee eeeeeeee. Meeee 88 e ee −88°M (MMM eeeeeeee) eee eeeeeeee eee eeeeeeee eeee eee. ee MM8Me (88 eM), eee Me8M (88 eM) eee eeeee. Meeeeeee eee 88 eee eee eeeeeeee ee eeeeeeeeee eeeeeee Meeeee, eeeeeee eeee eee. ee MeMe, eeeeee (Me8MM8), eee eeeeeee ee eee eeeeeee. Mee eeeeeee eee eeeeeeeeeeeeeee eeeeeee e eeeee eeeeee (eeeeee eee, eeeeee/Me8M 8:8), eee eee eeeeeeeee eeeeeee eee eeeeee ee e Meeeeeeee eeee (888°M/88 Me) ee eeeee eee eeeeeeeeeeeee eeeeeee; eeeee: 8.8 e (88%); ee 88°M.
Meeeeeeee Meeeeeee 888; Meeeeee Meeeeeeee:[888]
M 88-eM eeeee eee eeeeeee eeee Me(MMe)8 (888 ee, 8.888 eeee, 8.8 eeeee) eee (+)-M-eeeeeeeeeeeeeee (88; 888 ee, 8.888 eeee, 8.8 eeeee) eee eeeeee eeee M8 eee 88 eee. Meeeeee (8.8 eM) eee Me8M (88 ee, 8.888 eeee, 8.8 eeeee) eeee eeeee, eee eee eeeeeeeee eeeeeee eee eeeeeee ee 88°M eee 8 e eeeeee eee eeeeee (8.888 eeee, 8.8 eeeee) eee eeeee ee eeeeeee ee eee eeeeeee. Meeee 88 eee ee eeeeeeee, eee eeeeeeee eee eeeee ee eee eeeeeee ee eeeeeee, eee eee eeeeeee eee eeeeeee ee ee eee 8–88 e. Mee eeeeeeee eee eeeeeeee ee eee eeeeeeee ee eee. ee MM8Me (8 eM), eee eee eeeeeee eee eeeeee eeee e eeeeeeeeee eeeeee eeeeeeeeee Me8M (88 eM). Mee eeeeee eeee eeeeeeeee eee eee eeeeeee eeeee eee eeeeeeeee eeee Me8M (8 × 88 eM). Mee eeeeeeee eeeeeee eeeeee eeee eeeeee eeee eeeee (88 eM), eeeee (MeMM8), eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. Meeeeeeeeeee ee eeeeeeeeeeeeee (eeeeee eee, eeeeeee/Me8M 88:8) eeeeeeee eee eeeeeeeee eeeeeee; eeeee: 88–88%.
References
[173] | Meeeee, M.; Meeeeeee, M., Meeee. Meee., (8888) 888, 88; Meeee. Meee. Mee. Me. Meee., (8888) 88, 88. |
[206] | Me, M.; Me, M.-M., Meee. Mee., (8888) 888, 888. |
[207] | Meee, M.; Meee, M., Meee. Mee., (8888) 88, 888. |
[208] | Meeeeee, M., Me Meeeeeeeeeeee Meeeeee Meeeeeeee, Meeee, M. M.; Meeeeee, M., Mee.; Meeeeeee: Meeeee, (8888); Mee. 8, e 888. |
[209] | Meee, M.; Meeeeee, M., Me Meeeeeeeeeeee Meeeeeeeee Meeeeeeee, Meeeeeee, M. M.; Meeeee, M.; Meeeeeee, M., Mee.; Meeeeeee: Meeeee, (8888); Mee. 8, e 888. |
[210] | Meeee, M. M., Mee. Meee. Mee., (8888) 88, 888. |
[240] | Meeee, M.; Mee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[241] | Meeeeeee, M.; Meee, M.; Meeee, M.; Meeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[242] | Meeeeeee, M.; Meeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[243] | Meee, M. M.; Meeeee, M.; Meeee, M.; Meeeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
[244] | Meeee, M. M.; Meeeee, M.; Meeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[245] | Meeeee, M.; Meeeeee, M.; Meeeeee, M.; Meeee, M. M., Meeeeeeeeee, (8888) 88, 888. |
[246] | Meeeeeeee, M.; Meee, M.; Me, M. M.; Meeeeee, M.; Meeee, M.; Meeeeee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 8888. |
[247] | Meeeee, M. M., MM 8 888 888, (8888); Meee. Meeee., (8888) 888, 888888. |
[248] | Meeeeeee, M.; Meeeeee, M.; Meee, M.; Meeeeeee, M.; Meeeeeeee, M., Meeeeeeeeee, (8888) 88, 888. |
[249] | Meeee-Meeeee, M.; Meeeee, M.; Meeeeàe, M. M.; Meeee, M., M. Mee. Meee., (8888) 88, 8888. |
[250] | Meeeee, M. M.; Meeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[251] | Meeee, M. M.; Meee, M.; Meeeee, M.; Meeeeàe, M. M.; Meeee, M., Meeeeeeee, (8888), 888. |
[252] | Meeeée, M. M.; Meeeíeee, M. M.; Meeeeee, M.; Méeee-Meeeee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 88. |
[253] | Meeeee, M.; Meeeeeee, M.; Meeeeeee, M.; Meeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[254] | Meeee, M.; Meee, M.; Meeeeeee, M.; Meeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[255] | Meeeee, M. M., Meee. Meeeee. (Meeeeeeee), (8888), 8888. |
[256] | Mee, M. M.; Mee, M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[257] | Meeeeee, M.; Meeee, M.; Meeee, M.; Meeeeeeeee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 888. |
[258] | Meeeeeee, M. M.; Meeee, M. M.; Meeee, M.; Meeeeeeeee, M., Meeeeee, (8888), 8888. |
[259] | Meeeee, M.; Meeeee, M.; Meeeeee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 8888. |
[260] | Meee, M.; Meeeee, M.; Meee, M.; Meeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[261] | Meee, M. M.; Meee, M. M.; Me, M. M.; Meee, M.; Meee, M. M. M.; Meee, M. M.; Meee, M. M., Meeeeeeeeee: Meeeeeeee, (8888) 88, 888. |
[262] | Meeee, M. M.; Meeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[263] | Mee, M.; Meeee, M.; Meeeee, M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[264] | Meeee, M.; Meee, M.; Mee, M.; Mee, M.; Meee, M.; Meee, M., Meeeeee, (8888), 8888. |
[265] | Meeeeeee, M.; Meeeeee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 888. |
[266] | Meeeee, M.; Meeeee, M.; Meeeeeeeee, M.; Meeeeee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 8888. |
[267] | Meeeee, M. M.; Meeeeeeeee, M.; Meeeee, M.; Meeee, M., Meeeeee Mee./Meee., (8888), 888. |
[268] | Mee, M. M.; Mee, M. M.; Mee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[269] | Meeeeeee, M.; Meeeeeee, M. M.; Meeee, M. M.; Meeeeeeeeee, M.; Meeeeee, M.; Meeeeee, M. M.; Meee, M. M.; eee Meeee, M., Meeeeeeeeeeeeee, (8888) 88, 8888. |
[270] | Meeeeeeeeee, M.; Meeee, M.; Meeeeee, M. M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 8888. |
[271] | Meee, M.; Mee, M. M.; Mee, M. M., M. Meee. Mee., Meee. Meeeee., (8888), 8888. |
[272] | Meeeeeeeeeeee, M.; Meeeeeeeee, M.; Meee, M.; Meeee, M.; Meeeeeeeee, M., Meeeeeeeeee, (8888) 88, 88888. |
[273] | Mee, M. M.; Mee, M. M.; Mee, M. M., Meeeeeeeeee: Meeeeeeee, (8888) 88, 8888. |
[274] | Meeeee, M.; Meeeee, M.; Meeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
[275] | Meeee, M.; Meeeeee, M.; Meeeeeeeee, M.; Meeeeeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
[276] | Meeeeeee, M.; Meeeee, M.; Meeeeeeee, M.; Meeeeee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 888. |
[277] | Me, M. M.; Mee, M. M.; Me, M. M.; Meee, M. M.; Meee, M., Meeeeeeeeee: Meeeeeeee, (8888) 88, 8888. |
[278] | Meee, M.; Meeeeee, M.; Mee, M., Meeee. Meee., (8888) 888, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 888. |
[279] | Meeee, M. M.; Mee, M. M., Meeeeeeeeee: Meeeeeeee, (8888) 88, 8888. |
[280] | Meeeeeeee, M.; Meeeeeee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 888. |
[281] | Meeeeeee, M.; Meeeee, M.; Meeeeee, M.; Meeeee, M.; Meeee, M.; Meeeeee, M.; Meeeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
[282] | Meee, M. M.; Meeee, M. M.; Me, M. M., M. Mee. Meee., (8888) 88, 888. |
[283] | Meeeeeee, M., Meeeeee, (8888), 8888. |
[284] | Meeeeeee, M.-e., Meeeeee, (8888), 888. |
[285] | Meeee, M.; Meeeeee, M.; Meeeeeeeeeeeee, M.; Meeeeee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 888. |
[286] | Meee, M.; Meñee, M.; Meeeeeeeee, M. M., Mee. Meee., (8888) 8, 888. |
[287] | Meee, M. M.; Mee, M. M.; Mee, M. M., Meeeeeeeeee: Meeeeeeee, (8888) 88, 8888. |
[288] | Meeee, M. M.; Meeeeee, M.; Meeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[289] | Meeeee, M. M.; Meeeeeeeeeee, M.; Meeeeee, M.; Meeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[290] | Meeeee, M. M.; Meeeeeee, M. M.; Meee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[291] | Meeeeee, M.; Meeeeee, M., Meeee. Meee., (8888) 888, 888; Meeee. Meee. Mee. Me. Meee., (8888) 88, 88. |
[292] | Meeeeee, M.; Meeeeeee, M. M.; Meee, M. M.; Meee, M. M.; Meeeeeee, M.; Meeeee, M., Meee. Meee. Meee, (8888) 88, 8888. |
[293] | Meeeeeee, M.; Meeeeeeeee, M.; Meeeeeeee, M.; Meeeeee, M., Meee. Meee. Meee, (8888) 88, 8888. |
[294] | Mee, M. M.; Meee, M. M., Meeee. Meeeee., (8888) 88, 888. |
[295] | Meee, M.; Meeeee, M.; Meee, M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 8888. |
[296] | Mee, M. M.; Meeee, M. M.; Mee, M. M.; Meee, M. M., Meeeeeeeeee: Meeeeeeee, (8888) 88, 8888. |
[297] | Mee, M.; Mee, M.; Meeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[298] | Meeeee, M.; MeMeeeeeee, M. M.; Meeee, M. M., M. Me. Meee. Mee., (8888) 888, 88888. |
[299] | Meeeeeee, M. M.; Meee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[300] | Meeeee, M.; Meeee, M. M.; Mee, M., Meeeeeeeeee: Meeeeeeee, (8888) 88, 8888. |
[301] | Meeeeeee, M.; Meeeeeeee, M.; Meeeeeee, M.; Meee, M.; Meeee, M.; Meeeee, M., Meeeeeeee, (8888) 88, 888. |
[302] | Meee, M.; Meeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[303] | Meeee, M. M.; Mee, M. M.; Mee, M.; Meee, M. M. M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 888. |
[304] | Meeee, M. M.; Meee, M. M. M., Meeeeeeeeee: Meeeeeeee, (8888) 8, 8888. |
[305] | Meeeeeee, M.; Mee, M.; Meee, M.; Meeeeee, M., Meee. Meee. Mee. Mee., (8888) 88, 888. |
[306] | Meeeee, M.; Meeee, M., Mee. Meee., (8888) 8, 8888. |
[307] | Meeee, M.-M.; Meeee, M.; Meee, M.-M.; Me, M.-M.; Mee, M.-M., Meeeeee, (8888), 8888. |
[308] | Meeeee, M.; Meeee, M.; Meeeeeee, M.; Meeeeeee, M., M. Me. Meee. Mee., (8888) 888, 88888. |
[309] | Meeee, M. M.; Me, M. M.; Me, M., M. Mee. Meee., (8888) 88, 8888. |
[310] | Meeee, M.; Meeeeeeee, M.; Meee, M.; Meee, M.; Meeeeeee, M., Meeeeeeeeee, (8888) 88, 8888. |
[311] | eee Meeee, M.; Meeeeeeeeee, M. M.; Meeee, M.; Meeeeeeeee, M., Mee. Meee., (8888) 8, 8888. |
[312] | Meeeeee, M.; Meeee, M. M.; Meeeeeeeee, M., Meee. Meee. Meee, (8888) 88, 8888. |
[313] | Me, M., Meeeeeeeeee, (8888) 88, 8888. |
[314] | Meeeee, M. M.; Meeeeee, M.; Meeeeeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
[315] | Meee, M.; Meee, M.; Me, M. M.; Mee, M.; Meee, M., Mee. Meee., (8888) 8, 8888. |
[316] | Meeee, M.; Meeeeee, M., Meeeeee, (8888), 8888. |
[317] | Meeeeee, M.; Meeeeee, M.; Meee, M., Meeeeeeee, (8888), 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88e, 8888.