Stereoselective synthesis of (−)-pironetin by an iterative Prins cyclisation and reductive cleavage strategy

Yadav, J. S. ; Ather, Hissana ; Venkateswar Rao, N. ; Sridhar Reddy, M. ; Prasad, A. R. (2010) Stereoselective synthesis of (−)-pironetin by an iterative Prins cyclisation and reductive cleavage strategy Synlett, 2010 (8). pp. 1205-1208. ISSN 0936-5214

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

Related URL: http://dx.doi.org/10.1055/s-0029-1219810

Abstract

A stereoselective synthesis of pironetin, a natural product which is highly immunosuppressive and shows remarkable plant growth regulatory and antitumoral activities, is described. The approach avails successfully the high stereoselection of Prins cyclisation. The route relies, in addition, on the reductive opening of cyclic ethers, olefin metathesis, and lithium acetylide displacement of tosylate.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Natural Products; Prins Cyclisation; Stereoselective Synthesis; Reductive Cleavage; Olefin Metathesis
ID Code:63152
Deposited On:28 Sep 2011 03:45
Last Modified:28 Sep 2011 03:45

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