Total synthesis of (+)-cardiobutanolide through a carbohydrate-based approach

Yadav, J. S. ; Madhavarao, B. ; Sanjeeva Rao, K. (2009) Total synthesis of (+)-cardiobutanolide through a carbohydrate-based approach Synlett, 19 . pp. 3179-3181. 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-0029-1218344

Abstract

The naturally occurring styryllactone (+)-cardiobutanolide has been synthesized in a highly efficient manner using D-glucono-δ-lactone, as a chiral pool starting material. The synthesis involves the stereoselective addition of Grignard reagent to a chiral aldehyde, zinc-mediated reductive deoxygenation of 4-alkoxybut- 2-enoic acid moiety and asymmetric dihydroxylation as the key steps.

Item Type:Article
Source:Copyright of this article belongs to Thieme Medical Publishers.
Keywords:Cardiobutanolide; δ-gluconolactone; Chiron Approach; Reductive Elimination Process; Asymmetric Dihydroxylation
ID Code:63171
Deposited On:28 Sep 2011 03:40
Last Modified:28 Sep 2011 03:40

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