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Synthesis 2010(7): 1217-1222  
DOI: 10.1055/s-0029-1218694
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart ˙ New York

A Concise Synthesis of (-)-(3S,6R)-3,6-Dihydroxy-10-methylundecanoic Acid Using a Cross-Metathesis Approach

Gowravaram Sabitha*, S. Siva Sankara Reddy, Vangala Bhaskar, Jhillu S. Yadav
Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Fax: +91(40)27160512; e-Mail: gowravaramsr@yahoo.com;
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Publication History

Received 25 January 2010
Publication Date:
12 March 2010 (online)

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Abstract

A new synthesis of (-)-(3S,6R)-3,6-dihydroxy-10-methylundecanoic acid, a β-hydroxy carboxylic acid, has been accomplished using a cross-metathesis reaction between two terminal olefin intermediates as the key step.

Key words

β-hydroxy acid - cross-metathesis - Jacobsen’s kinetic resolution - TMSI

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