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Oshima, K., Science of Synthesis, (2002) 4, 728.
The reaction, in the presence of soluble lithium salts, of nonstabilized ylides at low temperature with aliphatic derivatives of acylsilanes gives moderate to good (37–82%) yields of (Z)-1,2-disubstituted vinylsilanes in excellent (>96%) isomeric purities for normal alkyl derivatives.[40] The Wittig reaction of aldehydes with triphenyl[(trimethylsilyl)methylene]phosphorane (Ph3P=CHSiMe3) does not give a satisfactory result. However, the reaction of triphenyl[3-(trimethylsilyl)allylidene]phosphorane (Ph3P=CHCH=CHSiMe3) with ketones such as acetone, cyclohexanone, and benzophenone affords the corresponding silylated dienes (Scheme 22).[41]
Meeeee 88 Meeeeeeeeeee eee eee Meeeee Meeeeeee[88,88]
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Meeeeeeee[(8M)-8-eeeeeeeeeee-8,8-eeeeee]eeeeee (88):[88]
Meeee eeeee, eee eeeeeeeeeee eeee 88 (88.8 e, 888 eeee) eee eeeeeeeee ee Me8M (888 eM). MeMe (888 eeee) eee eeeee eeee 88 eee ee eee eeeeeeeeee eee eee eeeeeeeee eeeeeee eee eeeeeee eee 8 e. M eeee ee eeeeeee (888 eeee) ee Me8M (88 eM) eee eeeee ee eeeeeeeee[(8M)-8-(eeeeeeeeeeeeee)eeeeeeeeeee]eeeeeeeeeee eeee eeeeeeee. Mee eeeeeee eee eeeeeee ee ee eee 88 e. Meeeeeeeee eeeeee eeeeeeee ee eeeeeeeeeeee ee eeeeeeeeeeee (88°M/88 Meee) eeee 88; eeeee: 8.8 e (88%).
References
[39] | Meeeeee, M. M.; Meeeee, M. M.; Meee, M. M. M., M. Meee. Mee., Meeeee Meeee. 8, (8888), 8888. |
[40] | Meeeeeeeee, M. M.; Meeeeeee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
[41] | Meeeeeee, M.; Meeeeee, M., Meee. Mee., (8888) 888, 8888. |
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- 8.Meeeee-Meee, (8888) M 8, 888.