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Total synthesis of (−)-pironetin

Dias, Luiz C., Gonzaga De Oliveira, Luciana and de Sousa, Márcio A. 2003. Total synthesis of (−)-pironetin. Organic Letters 5 (3) , pp. 265-268. 10.1021/ol027211o

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The asymmetric total synthesis of pironetin, a compound that shows plant growth regulatory activity, immunosuppressive as well as a remarkable antitumoral activity, is described. The approach involves the use of three very efficient Evans oxazolidinone-mediated syn-aldol condensations, a high-yielding coupling between lithium acetylide ethylenediamine complex and a tosylate followed by methylation, and selective reduction to establish the C12−C13 (E) double bond.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: American Chemical Society
ISSN: 1523-7060
Last Modified: 14 Nov 2022 16:04

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