Stereoselective total synthesis of leiocarpin C and (+)-goniodiol

Yadav, J. S. ; Hari Krishna, V. ; Srilatha, A. ; Somaiah, R. ; Subba Reddy, B. V. (2010) Stereoselective total synthesis of leiocarpin C and (+)-goniodiol Synthesis, 2010 (17). pp. 3004-3012. ISSN 0039-7881

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

Related URL: http://dx.doi.org/10.1055/s-0030-1257858

Abstract

Total syntheses of styryl lactones, leiocarpin C and (+)-goniodiol have been accomplished in a highly stereoselective manner. The key steps involved in these syntheses are the Chan alkyne reduction, Sharpless asymmetric dihydroxylation, Horner-Wadsworth-Emmons olefination, aryl Grignard reaction, hydroboration, stereoselective alkoxy-directed keto-reduction, stereoselective 1,3-anti-allylation, esterification via ozonolysis, and intramolecular lactonization.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Styryl Lactones; Dihydroxylation; Olefination; Hydroboration; 1,3-anti-allylation; Ozonolysis
ID Code:63104
Deposited On:28 Sep 2011 03:45
Last Modified:28 Sep 2011 03:45

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