Total synthesis of (+)-aspicilin from D-mannitol

Yadav, J. S. ; Srinivasa Rao, T. ; Ravindar, K. ; Subba Reddy, B. V. (2009) Total synthesis of (+)-aspicilin from D-mannitol Synlett, 2009 (17). pp. 2828-2830. 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-0029-1217974

Abstract

The total synthesis of the 18-membered lichen macrolide, (+)-aspicilin, has been accomplished utilizing the Swern oxidation, Masamune-Roush olefination, and ring-closing metathesis of a trienic ester as key steps. D-Mannitol has been utilized as the chiral pool material for the construction of the olefinic aldehyde and the Jacobsen hydrolytic kinetic resolution has been employed for the construction of the olefinic phosphonate ester.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:(+)-aspicilin; Swern; Masamune-roush Olefination; Ring-closing Metathesis; D-mannitol; Kinetic Resolution
ID Code:62876
Deposited On:24 Sep 2011 04:59
Last Modified:24 Sep 2011 04:59

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