First Total Synthesis of Pinolide

Yadav, Jhillu Singh ; Avuluri, Srilatha ; Kattela, Shiva Shankar ; Das, Saibal (2013) First Total Synthesis of Pinolide European Journal of Organic Chemistry, 2013 (30). pp. 6967-6972. ISSN 1434-193X

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Official URL: http://doi.org/10.1002/Ejoc.201300587

Related URL: http://dx.doi.org/10.1002/Ejoc.201300587

Abstract

The first total synthesis of pinolide, a nonsymmetrical ten-membered macrocyclic, is described starting from readily available (–)-tartaric and L-ascorbic acid. The key synthetic steps include Barbier allylation, Yamaguchi esterification and ring-closing metathesis (RCM) reactions. The synthetic strategy has been successful for the construction of the ten-membered core skeleton. A facile and convergent approach enabled the incorporation of all the four stereogenic centers present in the molecule.

Item Type:Article
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ID Code:135757
Deposited On:14 Aug 2023 09:11
Last Modified:14 Aug 2023 09:11

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