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Synthesis 2012(2): 304-310  
DOI: 10.1055/s-0031-1289645
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A Stereodivergent Route to Four Stereoisomeric 3′-Acetoxycyclopentenylglycine Derivatives

Indranil Kundu, Ratnava Maitra, Manoranjan Jana, Shital K Chattopadhyay*
Department of Chemistry, University of Kalyani, Kalyani 741235, West Bengal, India
Fax: +91(33)25828282; e-Mail: skchatto@yahoo.com;
Further Information

Publication History

Received 1 October 2011
Publication Date:
14 December 2011 (online)

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Abstract

A short and efficient synthetic route to four stereoisomeric 3′-acetoxycyclopentenylglycine derivatives from l-serine has been developed. The method features a stereoselective conjugate addition and ring-closing metathesis as key steps.

Key words

amino acids - chiral pool - metathesis - Michael addition - stereoselective synthesis

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