Asymmetric intramolecular oxa-Michael addition of activated α,β-unsaturated ketones catalyzed by a chiral N,N′-dioxide nickel(II) complex: Highly enantioselective synthesis of flavanones

Lijia Wang; Xiaohua Liu; Zhenhua Dong; Xuan Fu; Xiaoming Feng

doi:10.1002/anie.200803326

Asymmetric intramolecular oxa-Michael addition of activated α,β-unsaturated ketones catalyzed by a chiral N,N′-dioxide nickel(II) complex: Highly enantioselective synthesis of flavanones

Lijia Wang^*
, Xiaohua Liu
, Zhenhua Dong
, Xuan Fu
, Xiaoming Feng

^*Corresponding author for this work

Sichuan University
State Key Laboratory of Biotherapy

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

131 Scopus citations

Abstract

(Chemical Equation Presented) The title reaction provides a promising approach for the synthesis of chiral flavanones with broad substrate scope and is tolerant to air and moisture. Good to excellent enantioselectivities and high yields were achieved for most substrates under mild conditions.

Original language	English
Pages (from-to)	8670-8673
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	47
Issue number	45
DOIs	https://doi.org/10.1002/anie.200803326
State	Published - 27 Oct 2008
Externally published	Yes

Keywords

Asymmetric catalysis
Flavanones
Nickel
Nitrogen oxide
Oxa-Michael addition

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10.1002/anie.200803326

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title = "Asymmetric intramolecular oxa-Michael addition of activated α,β-unsaturated ketones catalyzed by a chiral N,N′-dioxide nickel(II) complex: Highly enantioselective synthesis of flavanones",

abstract = "(Chemical Equation Presented) The title reaction provides a promising approach for the synthesis of chiral flavanones with broad substrate scope and is tolerant to air and moisture. Good to excellent enantioselectivities and high yields were achieved for most substrates under mild conditions.",

keywords = "Asymmetric catalysis, Flavanones, Nickel, Nitrogen oxide, Oxa-Michael addition",

author = "Lijia Wang and Xiaohua Liu and Zhenhua Dong and Xuan Fu and Xiaoming Feng",

year = "2008",

month = oct,

day = "27",

doi = "10.1002/anie.200803326",

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journal = "Angewandte Chemie - International Edition",

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Asymmetric intramolecular oxa-Michael addition of activated α,β-unsaturated ketones catalyzed by a chiral N,N′-dioxide nickel(II) complex: Highly enantioselective synthesis of flavanones. / Wang, Lijia; Liu, Xiaohua; Dong, Zhenhua et al.
In: Angewandte Chemie - International Edition, Vol. 47, No. 45, 27.10.2008, p. 8670-8673.

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

TY - JOUR

T1 - Asymmetric intramolecular oxa-Michael addition of activated α,β-unsaturated ketones catalyzed by a chiral N,N′-dioxide nickel(II) complex

T2 - Highly enantioselective synthesis of flavanones

AU - Wang, Lijia

AU - Liu, Xiaohua

AU - Dong, Zhenhua

AU - Fu, Xuan

AU - Feng, Xiaoming

PY - 2008/10/27

Y1 - 2008/10/27

N2 - (Chemical Equation Presented) The title reaction provides a promising approach for the synthesis of chiral flavanones with broad substrate scope and is tolerant to air and moisture. Good to excellent enantioselectivities and high yields were achieved for most substrates under mild conditions.

AB - (Chemical Equation Presented) The title reaction provides a promising approach for the synthesis of chiral flavanones with broad substrate scope and is tolerant to air and moisture. Good to excellent enantioselectivities and high yields were achieved for most substrates under mild conditions.

KW - Asymmetric catalysis

KW - Flavanones

KW - Nickel

KW - Nitrogen oxide

KW - Oxa-Michael addition

UR - https://www.scopus.com/pages/publications/55249112957

U2 - 10.1002/anie.200803326

DO - 10.1002/anie.200803326

M3 - 文章

C2 - 18846524

AN - SCOPUS:55249112957

SN - 1433-7851

VL - 47

SP - 8670

EP - 8673

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 45

ER -

Asymmetric intramolecular oxa-Michael addition of activated α,β-unsaturated ketones catalyzed by a chiral N,N′-dioxide nickel(II) complex: Highly enantioselective synthesis of flavanones

Abstract

Keywords

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