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.
K. Ohkata, J. Kimura, Y. Shinohara, R. Takagi and Y. Hiraga, Chem. Commun., 1996, 2411 DOI: 10.1039/CC9960002411
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