Cooperative Lewis acid/N-heterocyclic carbene catalysis

Daniel T. Cohen; Karl A. Scheidt

doi:10.1039/c1sc00621e

Cooperative Lewis acid/N-heterocyclic carbene catalysis

Daniel T. Cohen, Karl A. Scheidt^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Review article › peer-review

421 Scopus citations

Abstract

Lewis acid activation with N-heterocyclic carbene (NHC) catalysis has presented new opportunities for enantioselective reaction development. Recent findings illustrate that Lewis acids can play an important role in homoenolate annulations by: enhancement of the reactivity, reversal of the diastereo- or regioselectivity, and activation of previously inactive electrophiles. Additionally, the incorporation of a Lewis acid into Brønsted base-catalyzed conjugate addition allowed for an increase in yields.

Original language	English (US)
Pages (from-to)	53-57
Number of pages	5
Journal	Chemical Science
Volume	3
Issue number	1
DOIs	https://doi.org/10.1039/c1sc00621e
State	Published - Jan 2012

ASJC Scopus subject areas

General Chemistry

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10.1039/c1sc00621e

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abstract = "Lewis acid activation with N-heterocyclic carbene (NHC) catalysis has presented new opportunities for enantioselective reaction development. Recent findings illustrate that Lewis acids can play an important role in homoenolate annulations by: enhancement of the reactivity, reversal of the diastereo- or regioselectivity, and activation of previously inactive electrophiles. Additionally, the incorporation of a Lewis acid into Br{\o}nsted base-catalyzed conjugate addition allowed for an increase in yields.",

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AB - Lewis acid activation with N-heterocyclic carbene (NHC) catalysis has presented new opportunities for enantioselective reaction development. Recent findings illustrate that Lewis acids can play an important role in homoenolate annulations by: enhancement of the reactivity, reversal of the diastereo- or regioselectivity, and activation of previously inactive electrophiles. Additionally, the incorporation of a Lewis acid into Brønsted base-catalyzed conjugate addition allowed for an increase in yields.

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Cooperative Lewis acid/N-heterocyclic carbene catalysis

Abstract

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