Catalytic asymmetric oxa-Michael-Michael cascade for facile construction of chiral chromans via an aminal intermediate

Liansuo Zu; Shilei Zhang; Hexin Xie; Wei Wang

doi:10.1021/ol9003433

Catalytic asymmetric oxa-Michael-Michael cascade for facile construction of chiral chromans via an aminal intermediate

Liansuo Zu, Shilei Zhang, Hexin Xie, Wei Wang

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

144 Scopus citations

Abstract

An unprecedented highly enantioselective cascade oxa-Michael-Michael reaction has been developed. The simple and practical process, efficiently catalyzed by chiral diphenylprolinol TMS ether, affords a powerful access to highly functionalized synthetically useful chiral chromans. Moreover, notably a new activation mode involving an aminal is disclosed for the first time.

Original language	English (US)
Pages (from-to)	1627-1630
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	7
DOIs	https://doi.org/10.1021/ol9003433
State	Published - Apr 2 2009
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol9003433

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title = "Catalytic asymmetric oxa-Michael-Michael cascade for facile construction of chiral chromans via an aminal intermediate",

abstract = "An unprecedented highly enantioselective cascade oxa-Michael-Michael reaction has been developed. The simple and practical process, efficiently catalyzed by chiral diphenylprolinol TMS ether, affords a powerful access to highly functionalized synthetically useful chiral chromans. Moreover, notably a new activation mode involving an aminal is disclosed for the first time.",

author = "Liansuo Zu and Shilei Zhang and Hexin Xie and Wei Wang",

year = "2009",

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doi = "10.1021/ol9003433",

language = "English (US)",

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journal = "Organic Letters",

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T1 - Catalytic asymmetric oxa-Michael-Michael cascade for facile construction of chiral chromans via an aminal intermediate

AU - Zu, Liansuo

AU - Zhang, Shilei

AU - Xie, Hexin

AU - Wang, Wei

PY - 2009/4/2

Y1 - 2009/4/2

N2 - An unprecedented highly enantioselective cascade oxa-Michael-Michael reaction has been developed. The simple and practical process, efficiently catalyzed by chiral diphenylprolinol TMS ether, affords a powerful access to highly functionalized synthetically useful chiral chromans. Moreover, notably a new activation mode involving an aminal is disclosed for the first time.

AB - An unprecedented highly enantioselective cascade oxa-Michael-Michael reaction has been developed. The simple and practical process, efficiently catalyzed by chiral diphenylprolinol TMS ether, affords a powerful access to highly functionalized synthetically useful chiral chromans. Moreover, notably a new activation mode involving an aminal is disclosed for the first time.

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U2 - 10.1021/ol9003433

DO - 10.1021/ol9003433

M3 - Article

AN - SCOPUS:64349108310

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JO - Organic Letters

JF - Organic Letters

IS - 7

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Catalytic asymmetric oxa-Michael-Michael cascade for facile construction of chiral chromans via an aminal intermediate

Abstract

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