Stereoselective total synthesis of (3R,5R)-5-hydroxy-de-O-methyllasiodiplodin via the Prins cyclization

Yadav, Jhillu S. ; Thrimurtulu, N. ; Ataur Rahman, Md. ; Satyanarayana Reddy, J. ; Prasad, A. R. ; Subba Reddy, B. V. (2010) Stereoselective total synthesis of (3R,5R)-5-hydroxy-de-O-methyllasiodiplodin via the Prins cyclization Synthesis, 2010 (21). pp. 3657-3662. ISSN 0039-7881

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Official URL: https://www.thieme-connect.com/ejournals/abstract/...

Related URL: http://dx.doi.org/10.1055/s-0030-1258244

Abstract

A practical stereoselective total synthesis of (3R,5R)-5-hydroxy-de-O-methyllasiodiplodin has been accomplished via Prins cyclization. It exhibits potato microtuber inducing activity. The synthetic sequence involves Prins cyclization, reductive opening of the pyran ring, esterification, and ring-closing metathesis (RCM) as the key steps.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Prins Cyclization; Ring-closing Metathesis; Esterification; Reductive Ring Opening; Lactone
ID Code:63141
Deposited On:28 Sep 2011 03:46
Last Modified:28 Sep 2011 03:46

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