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Synthesis 1997; 1997(9): 1091-1097
DOI: 10.1055/s-1997-1303
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Enantioselective Synthesis of β-Substituted Primary and Secondary Amines by Alkylation of (R)-Phenylglycinol Amide Enolates

Valérie Jullian
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Publication Date:
31 December 2000 (online)

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General and convenient syntheses of optically active β-substituted secondary or primary amines 4 and 8 are described. The method is based on diastereoselective alkylation of amides 1 and 5 derived from R-(-)-phenylglycinol followed by reduction and removal of the chiral appendage. This procedure has also been applied to the preparation of 1,4-amino alcohols 12 and γ-amino esters 14.

asymmetric synthesis