Asymmetric darzens condensation of ketones with α-chloroacetates by means of (–)-8-phenylmenthyl auxiliary
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 21,p. 2411-2412
- https://doi.org/10.1039/cc9960002411
Abstract
The Darzens condensation of symmetric and unsymmetric ketones with (–)-8-phenylmenthyl α-chloroacetate diastereoselectively affords glycidic esters in 77–94% de; the stereochemistry [(2R,3R) configuration] of the product is understandable in terms of π–π interaction in the open transition state model.Keywords
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