First stereoselective total synthesis of ophiocerins B and C

Yadav, J. S. ; Naga Lakshmi, P. ; Harshavardhan, S. J. ; Subba Reddy, B. V. (2007) First stereoselective total synthesis of ophiocerins B and C Synlett, 2007 (12). pp. 1945-1947. 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-2007-982579

Abstract

An elegant synthesis of ophiocerins B and C is accomplished for the first time with 3R,4R,6R and 3S,4S,6R-configuration. Of these three stereogenic centers, the C-3/C-4 vic-diol was created by Sharpless asymmetric dihydroxylation, while the C-6 stereocenter was achieved from known chiral epoxide. The synthesis of ophiocerins B and C defined the absolute stereochemistry of these natural products.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Sharpless Asymmetric Dihydroxylation; Ophiocerin; Tetrahydropyran Derivative
ID Code:63071
Deposited On:28 Sep 2011 03:28
Last Modified:28 Sep 2011 03:28

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