Sidearm effect: Improvement of the enantiomeric excess in the asymmetric Michael addition of indoles to alkylidene malonates

Jian Zhou; Yong Tang

doi:10.1021/ja026936k

Sidearm effect: Improvement of the enantiomeric excess in the asymmetric Michael addition of indoles to alkylidene malonates

Jian Zhou, Yong Tang

CAS - Shanghai Institute of Organic Chemistry

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

281 Scopus citations

Abstract

A pseudo-C₃-trisoxazoline was designed and synthesized. The improvement of the traditional bisoxazoline into a novel trisoxazoline by a sidearm approach resulted in highly catalytic enantioselective Michael addition of indoles to alkylidene malonates. Excellent catalytic reactivity and enantioselectivity (up to 99% yield and 93% ee) were achieved.

Original language	English
Pages (from-to)	9030-9031
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	124
Issue number	31
DOIs	https://doi.org/10.1021/ja026936k
State	Published - 7 Aug 2002
Externally published	Yes

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title = "Sidearm effect: Improvement of the enantiomeric excess in the asymmetric Michael addition of indoles to alkylidene malonates",

abstract = "A pseudo-C3-trisoxazoline was designed and synthesized. The improvement of the traditional bisoxazoline into a novel trisoxazoline by a sidearm approach resulted in highly catalytic enantioselective Michael addition of indoles to alkylidene malonates. Excellent catalytic reactivity and enantioselectivity (up to 99\% yield and 93\% ee) were achieved.",

author = "Jian Zhou and Yong Tang",

year = "2002",

month = aug,

day = "7",

doi = "10.1021/ja026936k",

language = "英语",

volume = "124",

pages = "9030--9031",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "31",

}

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T1 - Sidearm effect

T2 - Improvement of the enantiomeric excess in the asymmetric Michael addition of indoles to alkylidene malonates

AU - Zhou, Jian

AU - Tang, Yong

PY - 2002/8/7

Y1 - 2002/8/7

N2 - A pseudo-C3-trisoxazoline was designed and synthesized. The improvement of the traditional bisoxazoline into a novel trisoxazoline by a sidearm approach resulted in highly catalytic enantioselective Michael addition of indoles to alkylidene malonates. Excellent catalytic reactivity and enantioselectivity (up to 99% yield and 93% ee) were achieved.

AB - A pseudo-C3-trisoxazoline was designed and synthesized. The improvement of the traditional bisoxazoline into a novel trisoxazoline by a sidearm approach resulted in highly catalytic enantioselective Michael addition of indoles to alkylidene malonates. Excellent catalytic reactivity and enantioselectivity (up to 99% yield and 93% ee) were achieved.

UR - https://www.scopus.com/pages/publications/0037036814

U2 - 10.1021/ja026936k

DO - 10.1021/ja026936k

M3 - 文章

C2 - 12148989

AN - SCOPUS:0037036814

SN - 0002-7863

VL - 124

SP - 9030

EP - 9031

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 31

ER -

Sidearm effect: Improvement of the enantiomeric excess in the asymmetric Michael addition of indoles to alkylidene malonates

Abstract

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