89882-25-7Relevant articles and documents
The Diastereoselectivity of Electrophilic Attack on Trigonal Carbon Adjacent To a Stereogenic Centre: Diastereoselective Alkylation and Protonation of Open-chain Enolates Having a Stereogenic Centre Carrying a Silyl Group at the β Position
Crump, Roger A. N. C.,Fleming, Ian,Hill, John H. M.,Parker, David,Reddy, N. Laxma,Waterson, David
, p. 3277 - 3294 (2007/10/02)
The alkylation and protonation of enolates having a β-silyl group, prepared by conjugate addition of a silyl-cuprate reagent to enone systems, are almost always highly diastereoselective in the sense 3 in a wide variety of reactions.The effects of varying
Diastereoselectivity in the Alkylation of Enolates having an Adjacent Silyl Group
Bernhard, Werner,Fleming, Ian,Waterson, David
, p. 28 - 29 (2007/10/02)
The methylation of open-chain enolates having an adjacent silyl group is highly diastereoselective in favour of the isomer (2) having the silyl and methyl groups trans on the carbon chain; protonation of the corresponding enolate, already carrying the methyl group, gives the other diastereoisomer (3), but with somewhat lower diastereoselectivity.