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

139 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

Access to Document

10.1021/ol9003433

Cite this

@article{b4ef9ef41043495eaf602ebfb757d28d,

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",

pages = "1627--1630",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "7",

}

TY - JOUR

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 - http://www.scopus.com/inward/record.url?scp=64349108310&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=64349108310&partnerID=8YFLogxK

U2 - 10.1021/ol9003433

DO - 10.1021/ol9003433

M3 - Article

AN - SCOPUS:64349108310

VL - 11

SP - 1627

EP - 1630

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 7

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this