A regioselective reductive cleavage of benzylidene acetal: stereoselective synthesis of N-Boc-protected cis-(2R,3S)-3-hydroxy pipecolic acid

Kumar, Ponminor Senthil ; Baskaran, Sundarababu (2009) A regioselective reductive cleavage of benzylidene acetal: stereoselective synthesis of N-Boc-protected cis-(2R,3S)-3-hydroxy pipecolic acid Tetrahedron Letters, 50 (26). pp. 3489-3492. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2009.03.007

Abstract

A stereoselective synthesis of N-Boc-protected cis-(2R,3S)-3-hydroxy pipecolic acid, starting from d-glucose is described. The key step in the overall synthesis is a highly regioselective reductive cleavage of benzylidene acetal 13 leading to hydroxymethyl piperidine derivative 14.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
ID Code:98541
Deposited On:17 Sep 2014 11:20
Last Modified:17 Sep 2014 11:20

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