Morita–Baylis–Hillman adducts as effective dipolarophiles in Copper(i)-catalyzed 1,3-dipolar cycloaddition with azomethine ylides: Asymmetric construction of pyrrolidine derivatives containing quaternary stereogenic center

Huai Long Teng; He Huang; Hai Yan Tao; Chun Jiang Wang

doi:10.1039/c1cc11138h

Morita–Baylis–Hillman adducts as effective dipolarophiles in Copper(i)-catalyzed 1,3-dipolar cycloaddition with azomethine ylides: Asymmetric construction of pyrrolidine derivatives containing quaternary stereogenic center

Huai Long Teng, He Huang, Hai Yan Tao, Chun Jiang Wang^*

^*Corresponding author for this work

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

47 Citations (Scopus)

Abstract

The first catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides with easily accessible Morita–Baylis–Hillman adducts as the dipolarophiles has been developed successfully and provides the highly substituted pyrrolidines bearing a unique quaternary and two tertiary stereogenic centers in excellent diastereoselectivity and up to 97% ee.

Original language	English
Pages (from-to)	5494-5496
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	19
DOIs	https://doi.org/10.1039/c1cc11138h
Publication status	Published - 26 Apr 2011
Externally published	Yes

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title = "Morita–Baylis–Hillman adducts as effective dipolarophiles in Copper(i)-catalyzed 1,3-dipolar cycloaddition with azomethine ylides: Asymmetric construction of pyrrolidine derivatives containing quaternary stereogenic center",

abstract = "The first catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides with easily accessible Morita–Baylis–Hillman adducts as the dipolarophiles has been developed successfully and provides the highly substituted pyrrolidines bearing a unique quaternary and two tertiary stereogenic centers in excellent diastereoselectivity and up to 97% ee.",

author = "Teng, {Huai Long} and He Huang and Tao, {Hai Yan} and Wang, {Chun Jiang}",

year = "2011",

month = apr,

day = "26",

doi = "10.1039/c1cc11138h",

language = "English",

volume = "47",

pages = "5494--5496",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "19",

}

Morita–Baylis–Hillman adducts as effective dipolarophiles in Copper(i)-catalyzed 1,3-dipolar cycloaddition with azomethine ylides: Asymmetric construction of pyrrolidine derivatives containing quaternary stereogenic center. / Teng, Huai Long; Huang, He; Tao, Hai Yan et al.
In: Chemical Communications, Vol. 47, No. 19, 26.04.2011, p. 5494-5496.

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

TY - JOUR

T1 - Morita–Baylis–Hillman adducts as effective dipolarophiles in Copper(i)-catalyzed 1,3-dipolar cycloaddition with azomethine ylides

T2 - Asymmetric construction of pyrrolidine derivatives containing quaternary stereogenic center

AU - Teng, Huai Long

AU - Huang, He

AU - Tao, Hai Yan

AU - Wang, Chun Jiang

PY - 2011/4/26

Y1 - 2011/4/26

N2 - The first catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides with easily accessible Morita–Baylis–Hillman adducts as the dipolarophiles has been developed successfully and provides the highly substituted pyrrolidines bearing a unique quaternary and two tertiary stereogenic centers in excellent diastereoselectivity and up to 97% ee.

AB - The first catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides with easily accessible Morita–Baylis–Hillman adducts as the dipolarophiles has been developed successfully and provides the highly substituted pyrrolidines bearing a unique quaternary and two tertiary stereogenic centers in excellent diastereoselectivity and up to 97% ee.

UR - http://www.scopus.com/inward/record.url?scp=79955138869&partnerID=8YFLogxK

U2 - 10.1039/c1cc11138h

DO - 10.1039/c1cc11138h

M3 - Article

AN - SCOPUS:79955138869

SN - 1359-7345

VL - 47

SP - 5494

EP - 5496

JO - Chemical Communications

JF - Chemical Communications

IS - 19

ER -

Morita–Baylis–Hillman adducts as effective dipolarophiles in Copper(i)-catalyzed 1,3-dipolar cycloaddition with azomethine ylides: Asymmetric construction of pyrrolidine derivatives containing quaternary stereogenic center

Abstract

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