Formal total synthesis of (+)-didemniserinolipid B

Prasad, Kavirayani R. ; Gandi, Vasudeva Rao (2010) Formal total synthesis of (+)-didemniserinolipid B Tetrahedron: Asymmetry, 21 (23). pp. 2848-2852. ISSN 0957-4166

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetasy.2010.11.006

Abstract

The formal total synthesis of (+)-didemniserinolipid B, a marine tunicate possessing a 6,8-dioxabicyclo[3.2.1]octane framework, was accomplished starting from l-(+)-tartaric acid. The key transformations in the synthesis include the elaboration of a γ-hydroxy-amide readily obtained by desymmetrization of tartaric acid bis-amide via the controlled addition of a Grignard reagent followed by stereoselective reduction of the resulting ketone.

Item Type:Article
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ID Code:105716
Deposited On:21 Dec 2017 12:04
Last Modified:21 Dec 2017 12:04

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