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An approach towards (+)-allokainic acid diphenylprolinol-catalyzed direct cross-aldol reaction. | LitMetric

An approach towards (+)-allokainic acid diphenylprolinol-catalyzed direct cross-aldol reaction.

Org Biomol Chem

School of Chemical Sciences, Goa University, Taleigao Plateau, Goa, 403206, India.

Published: July 2023

AI Article Synopsis

Article Abstract

This article describes an enantioselective strategy for the synthesis of the kainoid component, (+)-allokainic acid using an organocatalytic approach. A cross-aldol reaction catalyzed by diphenylprolinol yielded a highly functionalized -lactam with excellent enantio- and diastereoselectivity, and the resulting hydroxy pyrrolidone was then utilized to synthesize Ganem's intermediate of (+)-allokainic acid. Krapcho decarboxylation and Wittig olefination were pivotal transformations towards the final -substituted Ganem's intermediate.

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Source
http://dx.doi.org/10.1039/d3ob00707cDOI Listing

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