Total Synthesis and Structural Reassignment of the γ-Lactone Polyketide fromDiaporthesp. SXZ-19

Yadav, Jhillu S. ; Dutta, Palash ; Ganganna, Bogonda ; Srinivas, Eedubilli (2015) Total Synthesis and Structural Reassignment of the γ-Lactone Polyketide fromDiaporthesp. SXZ-19 European Journal of Organic Chemistry, 2015 (31). pp. 6891-6899. ISSN 1434-193X

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Official URL: http://doi.org/10.1002/Ejoc.201500811

Related URL: http://dx.doi.org/10.1002/Ejoc.201500811

Abstract

The first stereoselective total synthesis of the proposed structure of the γ-lactone from Diaporthe sp. SXZ-19 was achieved by utilizing a convergent pathway. The four stereogenic centers were formed by employing Brown's asymmetric alkoxyallylboration reaction, and a cross-metathesis reaction was used to construct the trans double bond of the γ-lactone side chain. This synthesis led to a revision of proposed structural assignment of the natural product.

Item Type:Article
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ID Code:135718
Deposited On:10 Aug 2023 10:42
Last Modified:10 Aug 2023 10:42

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