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.