Issue 16, 1996

Kinetic resolution in asymmetric anti aldol reactions of branched and straight chain racemic 2-phenylsulfanyl aldehydes: asymmetric synthesis of cyclic ethers and lactones by phenylsulfanyl migration

Abstract

The kinetic resolution of branched and straight chain 2-phenylsulfanyl aldehydes by the Lewis acid-catalysed asymmetric anti aldol reaction followed by reduction to single enantiomers of 1,3-diols and/or acid-catalysed cyclisation with PhS migration provides a route to enantiomerically pure cyclic ethers and lactones with full stereochemical control.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1996, 1935-1940

Kinetic resolution in asymmetric anti aldol reactions of branched and straight chain racemic 2-phenylsulfanyl aldehydes: asymmetric synthesis of cyclic ethers and lactones by phenylsulfanyl migration

K. Chibale and S. Warren, J. Chem. Soc., Perkin Trans. 1, 1996, 1935 DOI: 10.1039/P19960001935

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