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Enantioselective deprotonation of protected 4-hydroxycyclohexanones
- Source :
- Canadian Journal of Chemistry. 72:1699-1704
- Publication Year :
- 1994
- Publisher :
- Canadian Science Publishing, 1994.
-
Abstract
- A series of derivatives of 4-hydroxycyclohexanone (1a–g) with the hydroxy group protected as a silyl ether (1a, b), ether (1d, g), an acetal (1c), or an ester (1e, f) were deprotonated with chiral, optically pure, lithium amides 3–9. The resulting non-racemic enolates were trapped as enol acetates. The enantioselectivity of deprotonation was up to 74% ee.
Details
- ISSN :
- 14803291 and 00084042
- Volume :
- 72
- Database :
- OpenAIRE
- Journal :
- Canadian Journal of Chemistry
- Accession number :
- edsair.doi...........ba52306d5b13de2e10991decf561561a