Highly diastereoselective reduction of chiral β-ketosulphoxides under chelation control: application to the synthesis of (R)-(+)-n-hexadecano-1,5-lactone

Abstract
The presence of zinc chloride in the reduction of chiral β-ketosulphoxides with di-isobutylaluminium hydride effects high 1,3-asymmetric induction to give β-hydroxysulphoxides; this method can be successfully applied to the synthesis of optically pure 1,4- or 1,5-lactones.

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