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Palladium Asymmetric Allylic Alkylation of Prochiral Nucleophiles:  Horsfiline

Organic LettersPublished 21 April 2006Open access
Barry M. Trost, Megan K. Brennan
Citations167
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TL;DR

The asymmetric synthesis of the oxindole alkaloid horsfiline is described, where a palladium-catalyzed asymmetric allylic alkylation is used to set the spiro(pyrrolidine-oxindole) stereogenic center.

Abstract

[reaction; see text] The asymmetric synthesis of the oxindole alkaloid horsfiline is described. A palladium-catalyzed asymmetric allylic alkylation (AAA) is used to set the spiro(pyrrolidine-oxindole) stereogenic center.

Keywords

Chemistry