Enantioselective acylation of enolates; the reaction of (4R)-trans-diethyl 2-alkyl-2-methoxy-1,3-dioxolane-4,5-dicarboxylates with E- and Z-silyl enol ethers
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 6,p. 391-392
- https://doi.org/10.1039/c39910000391
Abstract
The stereoselectivity of the Lewis acid induced acylation of open-chain silyl enoi ethers by chiral orthoesters is strongly affected by the CC bond configuration: both Z and E silyl enol ethers are acylated in good isolated yields, but the Z isomers give rise to a 1 : 1 ratio of diastereoisomeric monoprotected 1,3-diketones, while excellent stereoselectivities are obtained with E enols.Keywords
This publication has 0 references indexed in Scilit: