Lead Tetraacetate Cleavage of Chiral Phenylglycinol Derived Secondary Amines Without Racemization

Mohamed K. Mokhallalati Synthetic Chemistry Department, Smith Kline Beecham Pharmaceuticals, Post Office Box 1539, King of Prussia, PA 19406-0939

Lendon N. Pridgen Synthetic Chemistry Department, Smith Kline Beecham Pharmaceuticals, Post Office Box 1539, King of Prussia, PA 19406-0939

Abstract

Diastereomerically enriched N-(1,1-disubstituted methyl)(2 ‘-hydroxyl’-phenylethyl) amines were oxidatively converted to enantiomerically enriched primary disubstituted methylamines in excellent yields without racemization, using an improved lead tetraacerate (LTA) procedure.

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Lead Tetraacetate Cleavage of Chiral Phenylglycinol Derived Secondary Amines Without Racemization

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Lead Tetraacetate Cleavage of Chiral Phenylglycinol Derived Secondary Amines Without Racemization

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