Tetrahedron Letters p. 8315 - 8318 (1995)
Update date:2022-08-11
Topics:
Kelly
Kelly, Nicholas M.
Reid
Gordon Reid
Willis
Willis, Christine L.
Winton
Winton, Peter L.
A versatile approach is described for the enantioselective synthesis of isotopically labelled L-leucine involving the preparation of 4-methylpentanoic acid labelled selectively with carbon-13 or deuterium in either the pro-R or pro-S methyl group followed by a reductive amination of the ketone catalysed by leucine dehydrogenase. This strategy is applied to the total synthesis of (2S,4R)-[5,5,5-D3]-leucine using CD3I as the source of deuterium.
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