Practical Synthesis of Boc-protected Cis-4-trifluoromethyl and Cis-4-difluoromethyl-L- Prolines

Overview

Journal J Org Chem

Publisher American Chemical Society

Specialty Chemistry

Date 2002 Oct 2

PMID 12354018

Citations 9

Authors

Xiao-Long Qiu

Feng-Ling Qing

Affiliations

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Abstract

A short, efficient, and diastereomerically pure synthesis of N-Boc-cis-4-trifluoromethyl-L-proline (7) and N-Boc-cis-4-difluoromethyl-L-proline (9) from N-Boc-4-oxo-L-proline (4) is described. The reaction of 4 with Me(3)SiCF(3) and the conversion of the carbonyl group of 4 into the difluoromethylene group are the key steps for the synthesis of 7 and 9, respectively.

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