Stereoselective total synthesis of (+)-cardiobutanolide

Prasad, Kavirayani R. ; Gholap, Shivajirao L. (2008) Stereoselective total synthesis of (+)-cardiobutanolide The Journal of Organic Chemistry, 73 (7). pp. 2916-2919. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo7025614

Related URL: http://dx.doi.org/10.1021/jo7025614

Abstract

Stereoselective synthesis of styryllactone (+)-cardiobutanolide was accomplished in good overall yield from D-(−)-tartaric acid. Key features of the synthesis include the elaboration of a γ-hydroxy butyramide obtained from the dimethylamide of tartaric acid, involving a combination of the addition of 1,3-dithian-2-yllithium and stereoselective reduction.

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