A highly regio- and stereoselective cascade annulation of enals and benzodi(enone)s catalyzed by N-heterocyclic carbenes

Xinqiang Fang; Kun Jiang; Chong Xing; Lin Hao; Yonggui Robin Chi

doi:10.1002/anie.201007144

A highly regio- and stereoselective cascade annulation of enals and benzodi(enone)s catalyzed by N-heterocyclic carbenes

Xinqiang Fang^*, Kun Jiang, Chong Xing, Lin Hao, Yonggui Robin Chi

^*Corresponding author for this work

Nanyang Technological University

Research output: Contribution to journal › Article › peer-review

90 Citations (Scopus)

Abstract

Three stereogenic centers in a row: The unconventional activation of enal compounds mediated by an N-heterocyclic carbene (NHC) has generated three consecutive reactive carbon centers that undergo highly regio- and stereoselective annulations with di(enone)s to generate benzotricyclic products containing multiple stereogenic centers (see scheme).

Original language	English
Pages (from-to)	1910-1913
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	8
DOIs	https://doi.org/10.1002/anie.201007144
Publication status	Published - Feb 18 2011
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
General Chemistry

Keywords

cascade reactions
enal activation
N-heterocyclic carbenes
organocatalysis
synthetic methods

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10.1002/anie.201007144

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AU - Xing, Chong

AU - Hao, Lin

AU - Chi, Yonggui Robin

PY - 2011/2/18

Y1 - 2011/2/18

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AB - Three stereogenic centers in a row: The unconventional activation of enal compounds mediated by an N-heterocyclic carbene (NHC) has generated three consecutive reactive carbon centers that undergo highly regio- and stereoselective annulations with di(enone)s to generate benzotricyclic products containing multiple stereogenic centers (see scheme).

KW - cascade reactions

KW - enal activation

KW - N-heterocyclic carbenes

KW - organocatalysis

KW - synthetic methods

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A highly regio- and stereoselective cascade annulation of enals and benzodi(enone)s catalyzed by N-heterocyclic carbenes

Abstract

ASJC Scopus Subject Areas

Keywords

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