Biscinchona alkaloids as highly efficient bifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroalkenes at ambient temperature

Fei Li; Ying Zi Li; Zhen Shan Jia; Ming Hua Xu; Ping Tian; Guo Qiang Lin

doi:10.1016/j.tet.2011.08.070

Biscinchona alkaloids as highly efficient bifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroalkenes at ambient temperature

Fei Li, Ying Zi Li, Zhen Shan Jia, Ming Hua Xu, Ping Tian, Guo Qiang Lin

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

29 Scopus citations

Abstract

The novel bifunctional bisalkaloids have been developed as highly efficient catalysts for the asymmetric conjugate addition of 1,3-dicarbonyl compounds to nitroalkenes with low catalyst loading (1 mol %) at ambient temperature, providing the products with excellent enantioselectivities (up to 97% ee).

Original language	English (US)
Pages (from-to)	10186-10194
Number of pages	9
Journal	Tetrahedron
Volume	67
Issue number	52
DOIs	https://doi.org/10.1016/j.tet.2011.08.070
State	Published - Dec 30 2011
Externally published	Yes

Keywords

Baclofen
Bifinctional
Biscinchona alkaloids
Conjugate addition
Nitroalkenes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2011.08.070

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title = "Biscinchona alkaloids as highly efficient bifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroalkenes at ambient temperature",

abstract = "The novel bifunctional bisalkaloids have been developed as highly efficient catalysts for the asymmetric conjugate addition of 1,3-dicarbonyl compounds to nitroalkenes with low catalyst loading (1 mol %) at ambient temperature, providing the products with excellent enantioselectivities (up to 97% ee).",

keywords = "Baclofen, Bifinctional, Biscinchona alkaloids, Conjugate addition, Nitroalkenes",

author = "Fei Li and Li, {Ying Zi} and Jia, {Zhen Shan} and Xu, {Ming Hua} and Ping Tian and Lin, {Guo Qiang}",

note = "Funding Information: Financial support from the Major State Basic Research Development Program 2010CB833302, and the Shanghai Municipal Committee of Science and Technology 09JC1417300 is greatly acknowledged.",

year = "2011",

month = dec,

day = "30",

doi = "10.1016/j.tet.2011.08.070",

language = "English (US)",

volume = "67",

pages = "10186--10194",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

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TY - JOUR

T1 - Biscinchona alkaloids as highly efficient bifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroalkenes at ambient temperature

AU - Li, Fei

AU - Li, Ying Zi

AU - Jia, Zhen Shan

AU - Xu, Ming Hua

AU - Tian, Ping

AU - Lin, Guo Qiang

N1 - Funding Information: Financial support from the Major State Basic Research Development Program 2010CB833302, and the Shanghai Municipal Committee of Science and Technology 09JC1417300 is greatly acknowledged.

PY - 2011/12/30

Y1 - 2011/12/30

N2 - The novel bifunctional bisalkaloids have been developed as highly efficient catalysts for the asymmetric conjugate addition of 1,3-dicarbonyl compounds to nitroalkenes with low catalyst loading (1 mol %) at ambient temperature, providing the products with excellent enantioselectivities (up to 97% ee).

AB - The novel bifunctional bisalkaloids have been developed as highly efficient catalysts for the asymmetric conjugate addition of 1,3-dicarbonyl compounds to nitroalkenes with low catalyst loading (1 mol %) at ambient temperature, providing the products with excellent enantioselectivities (up to 97% ee).

KW - Baclofen

KW - Bifinctional

KW - Biscinchona alkaloids

KW - Conjugate addition

KW - Nitroalkenes

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UR - http://www.scopus.com/inward/citedby.url?scp=82255174969&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2011.08.070

DO - 10.1016/j.tet.2011.08.070

M3 - Article

AN - SCOPUS:82255174969

SN - 0040-4020

VL - 67

SP - 10186

EP - 10194

JO - Tetrahedron

JF - Tetrahedron

IS - 52

ER -

Biscinchona alkaloids as highly efficient bifunctional organocatalysts for the asymmetric conjugate addition of malonates to nitroalkenes at ambient temperature

Abstract

Keywords

ASJC Scopus subject areas

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