Synlett 2012; 23(10): 1485-1488
DOI: 10.1055/s-0031-1290678
letter
© Georg Thieme Verlag Stuttgart · New York

A Concise Asymmetric Synthesis of (–)-Virolin, (–)-Surinamensin, (–)-Raphidecursinol B and (–)-Polysphorin

Manda Nagaraju
Organic Chemistry Division-II, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 706, India, Fax: +91(40)27193382   Email: [email protected]
,
Rajesh Chandra
Organic Chemistry Division-II, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 706, India, Fax: +91(40)27193382   Email: [email protected]
,
Bhimrao B. Gawali*
Organic Chemistry Division-II, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 706, India, Fax: +91(40)27193382   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 14 March 2012

Accepted: 03 April 2012

Publication Date:
29 May 2012 (online)


Abstract

Highly concise and general asymmetric syntheses of ­biologically important natural (–)-8,4′-oxyneolignans [(–)-virolin, (–)-surinamensin, (–)-raphidecursinol B, and (–)-polysphorin] are reported. The key step in the synthesis is the Evan’s syn-aldol reaction to achieve the adducts with the desired stereochemistry. The four biologically important plant metabolites were synthesized using two common intermediates.

Supporting Information

 
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