Diastereoselectivity in the alkylation of enolates having an adjacent silkyl group
W Bernhard, I Fleming, D Waterson
Index: Bernhard, Werner; Fleming, Ian; Waterson, David Journal of the Chemical Society, Chemical Communications, 1984 , # 1 p. 28 - 29
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Citation Number: 30
Abstract
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.
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