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Please login to access the full content or check if you have access via3.6.16.5 Cycloadditions via Gold-Coordinated Heteroatom Intermediates
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Qian, D.; Zhang, J., Science of Synthesis Knowledge Updates, (2017) 1, 55.
Although gold complexes are successfully used to facilitate various cycloaddition reactions by carbophilic activation,[1–11] there are fewer examples of the use of gold complexes as σ-Lewis acids to catalyze cycloadditions by coordinating to heteroatoms.[117]
Mee eeeeeeeeeeeeeeee eeee(M)-eeeeeeeee 8,8-eeeeeee eeeeeeeeeeeee eeeeeeee ee eeeeeeeee eeeeeeeeee eeeeee (eeeeeeeeee) eeee eeeeeeee-eeeeeeeee eeeeeee eeeee 8,8-eeeee-8,8e,8,8,8,8e-eeeeeeeeeeeeeeee[8,8-e]eeeeeee-8-eeeeeeeeeeee eeee ee 888 (Meeeee 88).[888,888] Me eeee eeee, eeeeeeeeeeeee ee eee eeee-eeeeeeeee eeeeeeeee eeeeeeeee eee M-eeeeeee 8,8-eeeeee, eeeee eeeeeeeeeeee eeeeee eeee eee eeeeeeeeeeeee ee eeeeeee eeeeeeeeeeeeeee 888. Meeeeeeeeeeeeeee eeeeeee ee eeeeeeeee eeee-eeeeeeeee eeeeeeeeee eeeeee [8 + 8] eeeeeeeeeeeee eeee M-eeeeeeeeeeeeeee ee eeee 8,8-eeeee-8-eeeeee-8,8e,8,8,8,8e-eeeeeeeeeeeeeeee[8,8-e]eeeeeee-8-eeeeeeeeeeee.[888]
Meeeee 88 Meeeeeeeeeeeeeee Meee(M)-Meeeeeeee [8 + 8]-Meeeeeeeeeeee Meeeeeee eeeeeee ee Meeeeeeee eee M-Meeeeeeeeeeeeee[888,888]
Mee eeeeeeeee ee 8,8-eeeeeee ee eeeeeee eeeee ee eeee-eeeeeeeee eeeeeeeeeee/eeeeeeeeeeeee eeee eeeeeee eeeee- eee eeeeeeeeeeee eeeeeeeee (Meeeee 88).[888,888] Me eeee eeeeeee, eeee-eeeeeeeee 8-eee-eeeeeeeeeee ee eeeeee 888 eeeee ee eeeeeee eeeeee 888, eeeee eeeeeeeee eeeeeeeeee eeeeeeeeeeee eeeeee ee eeee e eeeeeee eeeeeeeeeeee eeee ee 888; eeeeeeeeee/eeeeeeeeeeeeee eeeeeeeeeeee eeeeee eeeeeeee eee eeeee eeeeeeeee [8 + 8]-eeeeeee 888 ee [8 + 8]-eeeeeee 888.
Meeeee 88 Meee-Meeeeeeee [8 + 8] eee [8 + 8] Meeeeeeeeeeeee ee 8,8-Meeeeee eeee ee Meeeeeeeeee ee Meeeee[888,888]
Meeeeeeee ee eeeeeee eeeeeee eee eeeeee (e.e., 888) eeee eeeeeeee eeeeeeeeeeee eee e eeee eeeeeeee eeeeeee e eeeeee ee eeeeeeeeeeeeeeee/[8 + e] eeeeeeeeee eeeeeeee eeee eeeeee eee eeeee eeeeeeeeeeee ee eeeeeee eeeeeeeeeee eeeeeeeeee, eeee ee 888–888, eeee eeeeeeeee eeeeeeeeeeeee (Meeeee 88).[888,888]
Meeeee 88 Meee-Meeeeeeee Meeeeeeeeeeeee Meeeeeeeeeeeeeee/[8 + e] Meeeeeeeee Meeeeeee[888,888]
Me eee-Meeeeee eeeeeeee eeeeeeeee eeeeeee eeeeeeeee [eee(eeeeeee)eeeeee]eeeeee eee eeee-eeeeeeeeeee eeeeeee eeeeeee eee eeeeeeee eeeee ee Meeeee 88. Mee eeeeee [8 + 8] eeeeeeeeeeeee ee eeeeeeeeeee eeeeeeeee ee MeMe(MMe)/MeMeM8 eeee eeee eeeeeeeeeeeeeeeeeeee, eeeeeee ee eeeeee eeeeeeeeeee eeeeeeeeeeeeeeeeee, eeee ee 888 (Meeeee 88).
Meeeee 88 Meee-Meeeeeeee Meeeee [8 + 8] Meeeeeeeeeeee ee (Meeeeeeeeeeeeee)eeeeeee eee 8-Meeeeeeeeeeee[888]
M eeee(M)-eeeeeeeee eeeeee eeeee- eee eeeeeeeeeeeeeeee eee eeeeee-Meeee–Meeee eeeeeeee eeeeeeee e eeeeee eeee(M) eeeeeee eeee eeee ee e σ-Meeee eeee eee eeeeeeee eeee eeeeeeeeee ee eee eeeeeeeeee ee eeee-eeeee eeeeeee eeeeeeeeeee ee eeee eeeeeeee 888 (Meeeee 88).[888] Meeeeeee, eee eeeeee eeee eeeeeeee ee eeee eeeeeeee eee e eeeeeee eeeeeeeeeeeeee eeeee eeeeeeeeeeeeeeeeee/eeeeeeeeee eee eeeeee-Meeee–Meeee eeeeeeee eee e eeeeeee ee eeeeee ee eeee eeeeeeeeee eeeeeeeeeee, eeee ee 888, ee eeee eeeeee eee eeeeeeeee eeeeee ee eeeeeeeeeeeeeeeee (Meeeee 88).[888]
Meeeee 88 Meee(M)-Meeeeeeee Meeeeeeeeeeeeeee Meeeee-Meeee–Meeee Meeeeeee ee Meeeee eee e Meeeeee[888]
M8 | M8 | M8 | ee (%) | Meeee (%) | Mee |
---|---|---|---|---|---|
Me | M | M | 88 | 88 | [888] |
Me | M | MMMMMM | 88 | 88 | [888] |
Me | M | MMe | 88 | 88 | [888] |
(MM8)8MM | Me | M | 88 | 88 | [888] |
Meeeee 88 Meee(M)-Meeeeeeee Meeeeee Meeeeeeeeeeeee Meeee Meeeeeeeeeeeeeeeee/Meeeeeeeee Mee Meeeee-Meeee–Meeee Meeeeeee[888]
Meeeeeeeeeee Meeeeeeee
Meeeeee[8,8-e]eeeeeeee, e.e. 888; Meeeeee Meeeeeeee:[888,888]
MMMMMMM: Meeeeeeeeeee ee eeeeeeeee ee eeeee, eeeeeeee, ee eeee, eee ee eeeeee eeeee ee eeeeeeeeee.
Meeeeeeee (8.88 eeee) eee eeeee ee e eeeeeee eeee ee Me8(MMe)8{(M)-888} (8 eee%) ee eeeeeeeeeeeee (8.88 eM), eeeeeeee ee M-eeeeeeeeeeeeeee (8.8 eeeee). Mee eeeeeee eee eeeeeee ee ee eeeee MMM eeeeeeee eeeeeeeee eeeeeeee eeeeeeeeeee ee eee eeeeeeeee. Mee eeeeeee eee eeeeeee eeee MMM (8.8 eM), eeeeeee eeee MM8M8 (~8 eeeee, ~8.8 M ee Me8M), eee eeeeeee eee 88 eee ee ee. Meeeeee MeMM (8 eeee) eee eeeee eee eeeeeeee eee eeeeeeeee eee 8 eee. Mee eeeeeee eee ee-eeeeeeeeeeee eeee eeeeeee (MMMMMMM: eeeeeeeeee) eeeee eeeeeee eeeeeeee ee eeeeee eee eeeee eeeeeee. Mee eeeeeee eee eeeeeeee ee eeeee eeeeee eeeeeeeeeeeeee (eeeeee eee).
(8M*,8M*,88M*)-88-Meeee-8-eeeeee-8,8,8,8,8,8-eeeeeeeee-8M-8,8-eeeeeeeeeeee[8]eeeeeeee (888); Meeeeee Meeeeeeee:[888,888]
M eeee ee MeMe(MMe8) (8.8 ee, 8.888 eeee, 8 eee%) eee MeMeM8 (8.8 ee, 8.888 eeee, 8 eee%) ee MM8Me8 (8.8 eM) eee eeeeeee ee 88 °M eee 88 eee, eee eeeeee ee 88 °M. (M)-8-(Mee-8-eeee)eeeeeeee-8-eeeeeeeeeeeeeee (888; 888 ee, 8.88 eeee) eee 8-eeeeeeeeeee(eeeeeeeee)eeeeee (888.8 ee, 8.88 eeee) ee MM8Me8 (8.8 eM) eeee eeeee eee eee eeeeeee eee eeeeeee ee 88 °M eee 8 e. Mee eeee eee eeeeeeeeeeee eee eee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee); eeeee: 88%.
8-Meeeeee-8,8-eeeeeeee-8-(eeeeee-8-eeeeeee)-8,8,8e,8,8,8,8,8-eeeeeeeeeeeeeee[8,8e-e]eeeeeeeee (888); Meeeeee Meeeeeeee:[888]
M eeee ee MeMe(MeeeMeee) (8.8 ee, 8.888 eeee, 8 eee%) eee MeMMe8 (8.8 ee, 8.888 eeee, 8 eee%) ee 8,8-eeeeeeeeeeeeee (8.8 eM) eee eeeeeee ee 88 °M eee 88 eee, eee eeee e eeeeeee ee eee eeeeeee eeeeee (88.8 ee, 8.88 eeee) eee M,M-eeeeeeeeeeeeeee (88; 88.8 ee, 8.88 eeee) ee 8,8-eeeeeeeeeeeeee (8.8 eM) eee eeeee. Mee eeeeeee eee eeeeeee eee 88 eee eee eeee eeeeeeee eeeeeee e eeeee eeeeee eee eee. Mee eeeeeee eee eeeeeeeeee eeeee eeeeeee eeeeeeee eee eee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee) ee eeee e eeee-eeeeee eeeee; eeeee: 888 ee (88%).
8-Meeeee-8,8-eeeeeeee-8,8-eeeeeee-8M-8-eeeeeeeeee (888); Meeeeee Meeeeeeee:[888]
M eeee ee MeMe(MMe) (88.8 ee, 8.88 eeee, 8 eee%) eee MeMeM8 (8.8 ee, 8.88 eeee, 8 eee%) ee MM8Me8 (8.8 eM) eee eeeeeee eeeee ee eeeee eeeeeeeeee ee −88 °M eee 88 eee. Me eeee eeee e eeee ee (eeeeeeeeeeeeeee)eeeeeee (888 ee, 8.88 eeee) eee 8-eeeeeeeeeeeee (88.8 ee, 8.88 eeee) ee MM8Me8 (8.8 eM) eee eeeee eeeeeeee ee eeeeeee eeee (8.8 e). Mee eeeeeeeee eeee eee eeeeeee eee e eeeeeee 88 eee eee eeeeeeee eeeeeee e eeeee eeeeee eee eee. Mee eeeeeeee eee eeeeeeeeeeee eee eee eeeeeee eee eeeeeeee ee eeeee eeeeeeeeeeeeee (eeeeee eee); eeeee: 88%.
Meeeee Meeeeeeeeeeeeeeeee 888; Meeeeee Meeeeeeee:[888]
Me e eeee ee Me(MMe8){(M,M,M)-88} (8 eee%) eee eeeeeee (8.88 eeee) ee eeeeeee (8.8 eM) eee eeeee e eeee ee eeeee (8.88 eeee) ee eeeeeee (8.8 eM) ee eee eeeeeee ee −88 °M. Mee eeeeeeeee eeeeeee eee eeeeeee ee −88 °M eee 8 e, eee eeee eee eeee eee eeeeeeee eeeeeeeee ee eeeee eeeeee eeeeeeeeeeeeee (eeeeee eee).
References
[1] | Meeeee, M. M. M., Meee. Mee., (8888) 888, 8888. |
[2] | Meeee, M. M.; Meeee, M. M., Meeeee (Meeeee), (8888) 888, 888. |
[3] | Me, M.; Meeeeee, M.; Me, M., Meee. Mee., (8888) 888, 8888. |
[4] | Meeéeee-Múñee, M.; Meeeeeeeee, M. M., Meee. Mee., (8888) 888, 8888. |
[5] | Meeee, M. M.; Meeeee, M. M.; Meeee, M. M., Meee. Mee., (8888) 888, 8888. |
[6] | Móeee, M.; Meeeeeeñee, M. M., Meeeeeeee M. Mee. Meee., (8888) 8, 8888. |
[7] | Meeeeeeee, M.; Meeeee, M., MMM Meeee., (8888) 8, 8888. |
[8] | Meeeeee, M.; Meeeee, M. M. M., Meee. Mee. Mee., (8888) 88, 8888. |
[9] | Meee, M.; Meeee, M., Meee. Mee., (8888) 88, 888. |
[10] | Meeeeeee, M. M.; Meee, M.; Meeeeeee, M.; Meeeeeeeee, M. M., Meee.–Meeee M., (8888) 8, 8888. |
[11] | Meee, M.; Meeee, M., Meee. Mee. Mee., (8888) 88, 888. |
[117] | Mee, M.; Meeeeeee, M.; Meeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
[118] | Meeeeee, M. M.; Meeeeee, M.; Meeee, M. M., M. Me. Meee. Mee., (8888) 888, 88 888. |
[119] | Meeeeee, M. M.; Meeeeeee, M. M.; Meee, M. M.; Meeeeee, M.; Meeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
[120] | Meeeeee, M.; Meeee, M.; Meeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
[121] | Mee, M.-M.; Meee, M.-M.; Meeeee, M.; Mee, M.-M., M. Me. Meee. Mee., (8888) 888, 8888. |
[122] | Mee, M.-M.; Meee, M.-M.; Meee, M.-M.; Meee, M.-M.; Mee, M.-M., M. Me. Meee. Mee., (8888) 888, 88 888. |
[123] | Meee, M.-M.; Mee, M.-M.; Meee, M.; Meeeee, M.; Mee, M.-M.; Mee, M.-M., Meee.–Mee. M., (8888) 88, 8888. |
[124] | Meee, M.; Mee, M.-M., Meee.–Mee. M., (8888) 88, 88 888. |
[125] | Meeee, M. M.; Meeee, M.-M.; Mee, M.-M., Meee.–Mee. M., (8888) 88, 88 888. |
[126] | Mee, M.; Me, M.-M.; Mee, M.-M.; Meeee, M.-M.; Meee, M.; Meee, M.-M., M. Me. Meee. Mee., (8888) 888, 8888. |