The Journal of organic chemistry

Asymmetric hydrogenations for the synthesis of Boc-protected 4-alkylprolinols and prolines

JR Del Valle, M Goodman

Index: Del Valle, Juan R.; Goodman, Murray Journal of Organic Chemistry, 2003 , vol. 68, # 10 p. 3923 - 3931

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Citation Number: 52

Abstract

The utility of 4-substituted prolinols and their corresponding prolines in peptides, peptidomimetics, and natural products has motivated researchers to find new and efficient routes for their preparation. Herein, we report a general approach to the synthesis of Boc- protected 4-alkylprolinols and prolines via a divergent asymmetric hydrogenation strategy. Intermediate exocyclic olefins were prepared by Wittig-type reactions with ketone 6 and ...