Diastereoselectivity in the Alkylation of Enolates having an Adjacent Silyl Group

DOI: 10.1039/c39840000028

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 28 - 29 (1984)

Update date:2022-09-26

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Authors:

Bernhard, Werner

Fleming, Ian

Waterson, David

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Article abstract of DOI:10.1039/c39840000028

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.

Full text of DOI:10.1039/c39840000028

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