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Synthesis 2010(5): 797-802  
DOI: 10.1055/s-0029-1218621
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Stereoseletive Total Synthesis of 11-α- and 11-β-Methoxycurvularins

J. S. Yadav*, A. Raju, K. Ravindar, B. V. Subba Reddy
Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500607, India
Fax: +91(40)27160512; e-Mail: yadavpub@iict.res.in;
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Publication History

Received 19 October 2009
Publication Date:
08 January 2010 (online)

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Abstract

Total synthesis of 11-α-methoxycurvularin and 11-β-methoxycurvularin has been accomplished in a highly stereoselective manner by utilizing Jacobsen hydrolytic kinetic resolution, Maruoka asymmetric allylation and intramolecular Friedel-Crafts acylation as key steps.

Key words

11-α-methoxycurvularin - 11-β-methoxycurvularin - Jacobsen resolution - Maruoka asymmetric allylation - intramolecular Friedel-Crafts acylation

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