The Use of Chiral Dithianes for the Synthesis of Chiral α-Oxo-β-Alkyl and Chiral α-Oxo-β-Aryl Esters

Abstract

A number of chiral dithianes were synthesised using chiral auxiliary technology. These were then used as acyl anion equivalents in the synthesis of chiral α-oxo-β-alkyl and chiral α-oxo-β-aryl esters.

non-racemising oxidation - chiral aldehyde - chiral 1,3-dithiane - acyl anion equivalent - dethioacetalisation

References

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Parikh-Moffatt	56	87
Swern	63	90
Dess-Martin	75	90
NaOCl-TEMPO	82	93

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