Organocatalytic enantioselective conjugate addition of 2-fluoromalonate to nitroolefins: Direct synthesis of chiral fluorinated γ-nitro carboxylic acid derivatives

Hao Li; Liansuo Zu; Hexin Xie; Wei Wang

doi:10.1055/s-0028-1088124

Organocatalytic enantioselective conjugate addition of 2-fluoromalonate to nitroolefins: Direct synthesis of chiral fluorinated γ-nitro carboxylic acid derivatives

Hao Li
, Liansuo Zu
, Hexin Xie
, Wei Wang

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

35 Scopus citations

Abstract

An unprecedented organocatalytic asymmetric Michael addition of fluorine-containing carbon-centered nucleophiles to nitroolefins has been described. The process features the creation of a fluorine-containing quaternary carbon center and an adjacent chiral carbon center adducts with good to excellent level of enantioselectivity.

Original language	English (US)
Article number	C00309SS
Pages (from-to)	1525-1530
Number of pages	6
Journal	Synthesis
Issue number	9
DOIs	https://doi.org/10.1055/s-0028-1088124
State	Published - May 2009
Externally published	Yes

Keywords

Cinchona alkaloid
Conjugate addition
Fluorination
Nitroolefin

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-0028-1088124

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title = "Organocatalytic enantioselective conjugate addition of 2-fluoromalonate to nitroolefins: Direct synthesis of chiral fluorinated γ-nitro carboxylic acid derivatives",

abstract = "An unprecedented organocatalytic asymmetric Michael addition of fluorine-containing carbon-centered nucleophiles to nitroolefins has been described. The process features the creation of a fluorine-containing quaternary carbon center and an adjacent chiral carbon center adducts with good to excellent level of enantioselectivity.",

keywords = "Cinchona alkaloid, Conjugate addition, Fluorination, Nitroolefin",

author = "Hao Li and Liansuo Zu and Hexin Xie and Wei Wang",

year = "2009",

month = may,

doi = "10.1055/s-0028-1088124",

language = "English (US)",

pages = "1525--1530",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme Verlag",

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T1 - Organocatalytic enantioselective conjugate addition of 2-fluoromalonate to nitroolefins

T2 - Direct synthesis of chiral fluorinated γ-nitro carboxylic acid derivatives

AU - Li, Hao

AU - Zu, Liansuo

AU - Xie, Hexin

AU - Wang, Wei

PY - 2009/5

Y1 - 2009/5

N2 - An unprecedented organocatalytic asymmetric Michael addition of fluorine-containing carbon-centered nucleophiles to nitroolefins has been described. The process features the creation of a fluorine-containing quaternary carbon center and an adjacent chiral carbon center adducts with good to excellent level of enantioselectivity.

AB - An unprecedented organocatalytic asymmetric Michael addition of fluorine-containing carbon-centered nucleophiles to nitroolefins has been described. The process features the creation of a fluorine-containing quaternary carbon center and an adjacent chiral carbon center adducts with good to excellent level of enantioselectivity.

KW - Cinchona alkaloid

KW - Conjugate addition

KW - Fluorination

KW - Nitroolefin

UR - https://www.scopus.com/pages/publications/67650086613

UR - https://www.scopus.com/pages/publications/67650086613#tab=citedBy

U2 - 10.1055/s-0028-1088124

DO - 10.1055/s-0028-1088124

M3 - Article

AN - SCOPUS:67650086613

SN - 0039-7881

SP - 1525

EP - 1530

JO - Synthesis

JF - Synthesis

IS - 9

M1 - C00309SS

ER -

Organocatalytic enantioselective conjugate addition of 2-fluoromalonate to nitroolefins: Direct synthesis of chiral fluorinated γ-nitro carboxylic acid derivatives

Abstract

Keywords

ASJC Scopus subject areas

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