Total synthesis of diospongin A via an enzymatic kinetic resolution of (±)-tetrahydropyranol derived from Prins cyclization

Yadav, J. S. ; Padmavani, B. ; Subba Reddy, B. V. ; Venugopal, Ch. ; Bhaskar Rao, A. (2007) Total synthesis of diospongin A via an enzymatic kinetic resolution of (±)-tetrahydropyranol derived from Prins cyclization Synlett, 2007 (13). pp. 2045-2048. ISSN 0936-5214

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

Related URL: http://dx.doi.org/10.1055/s-2007-984886

Abstract

A concise and efficient total synthesis of diospongin A is described; it utilizes Prins cyclization and enzymatic kinetic re-solution as key steps. This is the first report on the synthesis of -diospongin A by means of lipase-mediated transesterification of (±)-tetrahydropyranol derived from Prins cyclization.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Prins Cyclization; Kinetic Resolution; Mitsunobu Inversion; Wacker Oxidation
ID Code:62963
Deposited On:24 Sep 2011 04:52
Last Modified:24 Sep 2011 04:52

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