From Styrenes to Enantiopure α-Arylglycines in Two Steps

From Styrenes to Enantiopure α-Arylglycines in Two Steps

Direct enantioselective synthesis of (R)- and (S)-N-Cbz- or N-BOC-protected α-arylglycinols from styrenes via catalytic asymmetric aminohydroxylation, with enantioselectivities up to 99% and isolated yields up to 80%, is described. In a subsequent oxidation step, these glycinols yield the correspond...

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Bibliographic Details
Published in:Journal of the American Chemical Society Vol. 120; no. 6; pp. 1207 - 1217
Main Authors: Reddy, K. Laxma, Sharpless, K. Barry
Format: Journal Article
Language:English
Published: American Chemical Society 18-02-1998
Online Access:Get full text
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Summary:Direct enantioselective synthesis of (R)- and (S)-N-Cbz- or N-BOC-protected α-arylglycinols from styrenes via catalytic asymmetric aminohydroxylation, with enantioselectivities up to 99% and isolated yields up to 80%, is described. In a subsequent oxidation step, these glycinols yield the corresponding carbamate-protected α-arylglycines.
Bibliography:istex:EC59BEFE3CA0D334D076E714FB8A28BADE8DA717
ark:/67375/TPS-FRDQNJ9C-9
ISSN:0002-7863
1520-5126
DOI:10.1021/ja9728177