Issue 22, 1996

Synthesis of enantiomerically pure 3-fluoromethylthreonines from (S)-1-fluoro-3-tolylsulfinylacetone

Abstract

The copper(I) catalysed aldol reaction between methyl isocyanoacetate and (S)-3-fluoro-1-(4-methylphenyl)-sulfinylacetone affords oxazoline products which, after diastereoisomer separation, give in high yields optically pure 3-fluoromethylthreonine analogues whose absolute and relative configurations have been assigned through X-ray analyses.

Article information

Article type
Paper

Chem. Commun., 1996, 2569-2570

Synthesis of enantiomerically pure 3-fluoromethylthreonines from (S)-1-fluoro-3-tolylsulfinylacetone

A. Arnone, D. Gestmann, S. V. Meille, G. Resnati and G. Sidoti, Chem. Commun., 1996, 2569 DOI: 10.1039/CC9960002569

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