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

145 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

Cite this

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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",

month = apr,

day = "2",

doi = "10.1021/ol9003433",

language = "English (US)",

volume = "11",

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journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

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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.

UR - https://www.scopus.com/pages/publications/64349108310

UR - https://www.scopus.com/pages/publications/64349108310#tab=citedBy

U2 - 10.1021/ol9003433

DO - 10.1021/ol9003433

M3 - Article

AN - SCOPUS:64349108310

SN - 1523-7060

VL - 11

SP - 1627

EP - 1630

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

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

Abstract

ASJC Scopus subject areas

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