Cascade michael-aldol reactions promoted by hydrogen bonding mediated catalysis

Liansuo Zu; Jian Wang; Hao Li; Hexin Xie; Wei Jiang; Wei Wang

doi:10.1021/ja067781+

Cascade michael-aldol reactions promoted by hydrogen bonding mediated catalysis

Liansuo Zu, Jian Wang, Hao Li, Hexin Xie, Wei Jiang, Wei Wang

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

272 Scopus citations

Abstract

Highly enantio- and diastereoselective tandem Michael-aldol reactions, efficiently catalyzed by a cinchona alkaloid thiourea via synergistic noncovalent hydrogen-bonding activation of both the Michael donor and acceptor, have been developed. The process affords a powerful means for the construction of versatile chiral thiochromanes with the formation of three stereogenic centers in a one-pot synthesis from simple achiral compounds.

Original language	English (US)
Pages (from-to)	1036-1037
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	129
Issue number	5
DOIs	https://doi.org/10.1021/ja067781+
State	Published - Feb 7 2007
Externally published	Yes

ASJC Scopus subject areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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abstract = "Highly enantio- and diastereoselective tandem Michael-aldol reactions, efficiently catalyzed by a cinchona alkaloid thiourea via synergistic noncovalent hydrogen-bonding activation of both the Michael donor and acceptor, have been developed. The process affords a powerful means for the construction of versatile chiral thiochromanes with the formation of three stereogenic centers in a one-pot synthesis from simple achiral compounds.",

author = "Liansuo Zu and Jian Wang and Hao Li and Hexin Xie and Wei Jiang and Wei Wang",

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T1 - Cascade michael-aldol reactions promoted by hydrogen bonding mediated catalysis

AU - Zu, Liansuo

AU - Wang, Jian

AU - Li, Hao

AU - Xie, Hexin

AU - Jiang, Wei

AU - Wang, Wei

PY - 2007/2/7

Y1 - 2007/2/7

N2 - Highly enantio- and diastereoselective tandem Michael-aldol reactions, efficiently catalyzed by a cinchona alkaloid thiourea via synergistic noncovalent hydrogen-bonding activation of both the Michael donor and acceptor, have been developed. The process affords a powerful means for the construction of versatile chiral thiochromanes with the formation of three stereogenic centers in a one-pot synthesis from simple achiral compounds.

AB - Highly enantio- and diastereoselective tandem Michael-aldol reactions, efficiently catalyzed by a cinchona alkaloid thiourea via synergistic noncovalent hydrogen-bonding activation of both the Michael donor and acceptor, have been developed. The process affords a powerful means for the construction of versatile chiral thiochromanes with the formation of three stereogenic centers in a one-pot synthesis from simple achiral compounds.

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Cascade michael-aldol reactions promoted by hydrogen bonding mediated catalysis

Abstract

ASJC Scopus subject areas

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