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García-Ruano, J. L.; Cid, M. B.; Martín-Castro, A. M.; Alemán, J., Science of Synthesis, (2008) 39, 779.
The addition of 2-methylpropane-2-sulfenic acid (obtained by thermolysis of di-tert-butyl sulfoxide) to alk-1-enes affords tert-butyl 1-methylalkyl sulfoxides in good yields. The method has found a second general application in the synthesis of four- to seven-membered ring sulfoxides, e.g. 37, when the sulfenic acid moieties are added intramolecularly to C—C multiple bonds.[204,205] The method is also applicable to cyclic dienes[204,205] (Scheme 27).
Meeeee 88 Meeeeeeeeee ee Meeeee Meeeeeeeee ee Meeee- eee Meeeeeeeeeeeee Meeeeeee ee Meeeeeee Meeee ee Meeeeee[888,888]
M8 | e | Meeeeeeeee | Meeeee (%) | Mee | 88M | 88M | 88M |
---|---|---|---|---|---|---|
M | 8 | 888°M, 8.8 e | 88 | 8 | –e | [888] |
M | 8 | 888°M, 8 e | 8 | 88 | –e | [888] |
Me | 8 | 888°M | 88 | 88 | 8 | [888] |
M | 8 | 888°M, 8.8 e | 88 | 8 | –e | [888] |
e Mee eeeeeeeeee eeeee eeeeeeee eeeeeeee eeeeeeeeeeeeeee.
8-(Meeeeeeeeeeee)-8-[(8-eeeeeeeeeeeeeee)eeeee]-8-eeeeeeeeeeeeee 8-eeeeee (eeeeeeee eeeeeeeeeee) eee ee eeeeeeee eeeeeeeeeeeeeeeee eeee eee eeeeeeeeeeeee eeee-eeeee eeeeeeeeee eeeeeeeee eee eeee eeeeeeee (Meeeee 88).[888] Meeeeeeee eeeeeeeee ee 8-eeeee-8-(eeeeeeeeeeeee)eeeeeeee 8-eeeeee eeee eeee eeee eeeeeeee.[888]
Meeeee 88 Meeeeeeeeee ee Meeeeeee Meeeeeeeeee ee Meeeeeeeeeeeee Meeeeeee ee Meeeeeee Meeee ee Meeeeee[888]
Meeeeeeeeee ee eeeeee eeeeeeeeee eeeee eeeee, eee eeee-eeeee eeeeeeee eeeee, ee eee eeeeeeee eeeeeeeeee. Mee eeeeeeeeee eeeeeeeee eeeeeeee, eee eeeeeee, eee eeeeeeeee ee eee-8-eeeeee- eee eee-8-eeeeeeeeeeeeeeeeeeeeeeee 8-eeeeee eeee eeeeeeee 8-eeeee eee eee-8-eeeeeeeeeeeeee 8-eeeee, eeeeeeeeeeee, ee 888°M ee eeeeee (Meeeee 88).[888]
Meeeee 88 Meee Meeeeeeeeee ee Meeeee Meeeeeeeee ee Meeeeeeeeee[888]
Meeeeeee eeee 8,8,8,8-eeeeeeeeeee-8-eeeeeeeeeee 8-eeeee (88), 8-eeeeeee-8,8,8-eeeeeeeeeeeeeeeeeeeeeeee-8(8M)-eee (88) ee eeeeeeee eee eee eeeeeeeeeeee eeee-eeeee eeeeeeee eeee, eeeee eeee 8,8,8-eeeeeeeeeeeeeeeeeeeeeeee-8(8M)-eee 8-eeeee (88) ee e eeeeeee ee eee- eee eeeee-eeeeeee (Meeeee 88).[888]
Meeeee 88 Meee Meeeeeeeeee ee Meeeee Meeeeeeeee ee Meeeeeeeeee[888]
Mee eeeeeeee eeeeeeeeeee/eeeeeeeeeeeeee eeeeeeee[888,888] ee eeeeeeeeee eeeeeeeeee eeeeeeee eeeee eeeeee eeeeeeeee ee eeee eeeeeeeeeeeeee; ee eeeee eeeeeee e eeeeeeee (ee eeeeeee ee e-MeMM ee eeeeee) eeee eee M-eeeeeeeeee ee eee M-eeeeeee.[888–888] Mee eeeeeeee eeeeeeeee eeee ee eeee eeeeeeee eeee ee eeee eee eeeeeeee eeee[888] ee eeee eee eee eeeeeeeee ee eeee eeeeeeeeee eeeeeee eeee eeeeeeeeee,[888] eee eeeeeee eeeeeeee eeee eeeeeeeeee[888–888] ee eeeeeee.
Meeeeeeeeeeee M-eeeeee eee ee eeeeeeee eeee eeeeeeee eeeeeeeee eeee eeeeeee eeee eeeeeeeeeeeee (88°M, 8 eee ee MM8Me8 ee eeeeeee). Me eeee, eeeeeeee eeeeeeeee eee eeeeeeeee eeee eeeeeeeeee M-eeeeee eeeeeee eeeeeeeeeee ee eeeeee eeeeeeeeeeeee ee eeeeee ee eee eeeeeeee ee ee eeeeeeeee eeeeee ee eeeeeeee eeeeeeee[888] (Meeeee 88).
Meeeee 88 Meeeeeeeeee ee Meeeeeeeee M-Meeeee Meeeeee ee Meeeeeeeeeeee M-Meeeee[888]
Meee(eeeeeeeeeee eeeeeeeee) ee eeeeeeee ee eeeeeeeeeeeeeeeeeee ee eeeeeeeeeee eeeeeeeee eeee eeeeee eeeeeeee(MM) eeeeeeee–eeeeeeeeeeeee eeeeeeeeee, eeeeeeeeee(M) eeeeeeee, ee eeeeeeeee(MM) eeeeeeee eeeeeeeee[888] (Meeeee 88).
Meeeee 88 Meeeeeeee Meeeeeeeeeeeeeeeeee ee Meeeeeeeeee Meeeeeeee[888]
Mee eeeeeeeeee ee eeeeeeeeeeeeeeeeee eeeee ee eeeeeeeee eeeeee ee e eeeeeeeee eeeeee, ee eee eeeee eee eeeeeeee ee eeeeeeeeee ee eee eeeeeeeeee; eeeeeee, eee eeeeeeee eee eeeeeeeeeeee eeeeeee ee eee eeeeee eeeeee. Meeeeeee eee eeeeeeeeeeeeee eeeeee ee e eeeeeeeeeeee eeeeeeeeeeee ee eee eeeeee eeee eeee eeeeeeeee ee eeeeeeeeeeeee, ee eee eeee eeeee ee eee eeeeeeeeee ee eeeeee eee-[888,888] ee eeee-eeeeeeee eeee eeeeeeeeeee,[888] ee eeeeeeee eeeeeeeeeeee eeeee.[888]
Me eeee eeeeeee eee eee eeeeeeeee ee eeeeeeee ee eeeeeeeeee, eeeeeeeeeeeeeee eeeee eee ee eeeeeee ee ee eeeeeeeeeeeee. Meeee eeeeeeeeeeeee eee ee eeeeeeee ee eeeeeee eeeee eeee ee eeeeee eee-eeeeeeeee eeeee 88, eeeee eee ee eeeeeeee ee eeeeeeeeee (Meeeee 88).[888]
Meeeee 88 Meeeee Mee-eeeeeeeee Meeee eee Meeee Meeeeeeeeeeeee eeee Meeeeeeeee[888]
References
[204] | Meeee, M. M.; Meeeee, M. M., M. Meee. Mee., Meee. Meeeee., (8888), 888. |
[205] | Meeee, M. M.; Meee, M. M.; Meeeee, M. M.; Meeeeeee, M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[206] | Meeee, M. M.; Meeee, M. M.; Meeeee, M. M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[207] | Meeee, M. M.; Meeee, M. M.; Meeeee-Meee, M.; Meeeee-Meee, M.; Meeeee, M. M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[208] | Meeee, M. M.; Meee, M. M.; Meeeee, M. M., Meeeeeeeeee Meee., (8888), 8888. |
[209] | Meeeee, M. M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[210] | Meeee, M. M.; Meeeeee, M. M.; Meeeeee, M. M.; Meeeeeeee, M. M.; Meeeeee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[211] | Meeee, M. M.; Meeeeee, M. M.; Meeeeee, M. M.; Meeeeeeee, M. M.; Meeeeee, M. M.; Meeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[212] | Meeeee, M. M. M.; Meeee, M.; Meeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[213] | Meeeee, M. M. M.; Meeee, M.; Meeee, M. M. M.; Meeeee, M. M.; Meeeee, M. M.; Meeeee, M.; Meeeeeeee, M. M. M., M. Meee. Mee. M, (8888), 8888. |
[214] | Meeeee, M. M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[215] | Meeeee, M. M. M.; Meeee, M. M. M.; Meeeeee, M.; Meeeee, M. M.; Meeeee, M. M.; Meeeee, M. M.; Meeeee, M.; Meeeeeeee, M. M. M., M. Meee. Mee. M, (8888), 8888. |
[216] | Meee, M.; Meeeee, M. M. M.; Meeee, M. M. M.; Meeeeee, M.; Meeeee, M. M.; Meeeee, M. M.; Meeeee, M. M.; Meeeee, M. M.; Meeeee, M.; Meeeee, M. M.; Meeeeeeee, M. M. M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[217] | Meeeee, M. M. M.; Meeeee, M. M.; Meeeee, M. M.; Meeeee, M. M., M. Meee. Mee., Meee. Meeeee., (8888), 888. |
[218] | Meeeee, M. M. M.; Meeeee, M. M.; Meeeee, M. M.; Meeeee, M. M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[219] | Meeeee, M.; Meeeeeeeee, M.; Meeeeeeee, M.; Meeeeeee, M., M. Meee. Mee., Meee. Meeeee., (8888), 88. |
[220] | Meeeeee, M.; Meeeeee, M. M., Meeee. Meee., (8888) 88, 88; Meeee. Meee. Mee. Me. Meee., (8888) 88, 88. |
[221] | Mee, M. M.; Meee, M. M., M. Meeee. Mee., Meee M: Meeee. Meee., (8888) 88, 888. |
[222] | Meeeeee, M. M.; MeMeeee, M., Me., M. Me. Meee. Mee., (8888) 88, 8888. |
[223] | Meeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
[224] | Meee, M.; Meeeee, M., M. Me. Meee. Mee., (8888) 88, 8888. |
[225] | Meeeeeee, M.; Meeeeeeeee, M.; Meeeeeeee, M., M. Meee. Mee. M, (8888), 8888. |
[226] | Meeeee, M. M.; Meeeeee, M. M.; Meeee, M. M., M. Me. Meee. Mee., (8888) 888, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 88-8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 88.
- 8.Meeeee-Meee, (8888) M 88-8, 888.
- 8.Meeeee-Meee, (8888) M 88e, 8888.