Stereoselective approaches to the total synthesis of (6R,4'S,6'R)-cryptofolione

Sabitha, Gowravaram ; Siva Sankara Reddy, S. ; Vasudeva Reddy, D. ; Bhaskar, Vangala ; Yadav, Jhillu S. (2010) Stereoselective approaches to the total synthesis of (6R,4'S,6'R)-cryptofolione Synthesis, 2010 (20). pp. 3453-3460. ISSN 0039-7881

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

Related URL: http://dx.doi.org/10.1055/s-0030-1258215

Abstract

Total syntheses of cryptofolione were accomplished by two different routes via a common intermediate that underwent a cross-metathesis (CM) reaction with a vinyl lactone. The intermediate was prepared by coupling of an acyl anion equivalent with a chiral allyl epoxide synthon, or by Prins cyclization of a trans-cinnamaldehyde with a chiral homoallylic alcohol. Goniothalamin was obtained as a cross-metathesis product of the diacetate and vinyl lactone.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Lactones; Total Synthesis; Heterocycles; Cyclizations; Cryptofolione
ID Code:63140
Deposited On:28 Sep 2011 03:43
Last Modified:28 Sep 2011 03:43

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