Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes

Hao Li; Yafei Ji; Jian Li; Shilei Zhang; Chenguang Yu; Wei Wang

doi:10.1007/s11426-010-0031-1

Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes

Hao Li
, Yafei Ji
, Jian Li
, Shilei Zhang
, Chenguang Yu
, Wei Wang

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

10 Scopus citations

Abstract

A new organocatalytic enantioselective Michael addition of α-fluoromalonate to enals has been developed. The process is efficiently catalyzed by readily available chiral diphenylpyrolinol TES ether under mild reaction conditions to afford versatile highly enantioenriched fluorinated aldehydes.

Original language	English (US)
Pages (from-to)	135-139
Number of pages	5
Journal	Science China Chemistry
Volume	53
Issue number	1
DOIs	https://doi.org/10.1007/s11426-010-0031-1
State	Published - Jan 2010
Externally published	Yes

Keywords

Chiral fluorinated compounds
Michael addition
Organocatalysis
α,β-unsaturated aldehydes

ASJC Scopus subject areas

General Chemistry

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10.1007/s11426-010-0031-1

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title = "Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes",

abstract = "A new organocatalytic enantioselective Michael addition of α-fluoromalonate to enals has been developed. The process is efficiently catalyzed by readily available chiral diphenylpyrolinol TES ether under mild reaction conditions to afford versatile highly enantioenriched fluorinated aldehydes.",

keywords = "Chiral fluorinated compounds, Michael addition, Organocatalysis, α,β-unsaturated aldehydes",

author = "Hao Li and Yafei Ji and Jian Li and Shilei Zhang and Chenguang Yu and Wei Wang",

note = "Funding Information: Financial support for this work provided by the NSF (CHE-0704015) is gratefully acknowledged. Thanks are expressed to Dr. Elieen N. Duesler for performing X-ray analysis. The Bruker X8 X-ray diffractometer was purchased via an NSF CRIF:MU award to the University of New Mexico, CHE-0443580.",

year = "2010",

month = jan,

doi = "10.1007/s11426-010-0031-1",

language = "English (US)",

volume = "53",

pages = "135--139",

journal = "Science China Chemistry",

issn = "1674-7291",

publisher = "Science China Press",

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TY - JOUR

T1 - Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes

AU - Li, Hao

AU - Ji, Yafei

AU - Li, Jian

AU - Zhang, Shilei

AU - Yu, Chenguang

AU - Wang, Wei

N1 - Funding Information: Financial support for this work provided by the NSF (CHE-0704015) is gratefully acknowledged. Thanks are expressed to Dr. Elieen N. Duesler for performing X-ray analysis. The Bruker X8 X-ray diffractometer was purchased via an NSF CRIF:MU award to the University of New Mexico, CHE-0443580.

PY - 2010/1

Y1 - 2010/1

N2 - A new organocatalytic enantioselective Michael addition of α-fluoromalonate to enals has been developed. The process is efficiently catalyzed by readily available chiral diphenylpyrolinol TES ether under mild reaction conditions to afford versatile highly enantioenriched fluorinated aldehydes.

AB - A new organocatalytic enantioselective Michael addition of α-fluoromalonate to enals has been developed. The process is efficiently catalyzed by readily available chiral diphenylpyrolinol TES ether under mild reaction conditions to afford versatile highly enantioenriched fluorinated aldehydes.

KW - Chiral fluorinated compounds

KW - Michael addition

KW - Organocatalysis

KW - α,β-unsaturated aldehydes

UR - https://www.scopus.com/pages/publications/76449105588

UR - https://www.scopus.com/pages/publications/76449105588#tab=citedBy

U2 - 10.1007/s11426-010-0031-1

DO - 10.1007/s11426-010-0031-1

M3 - Article

AN - SCOPUS:76449105588

SN - 1674-7291

VL - 53

SP - 135

EP - 139

JO - Science China Chemistry

JF - Science China Chemistry

IS - 1

ER -

Organocatalytic enantioselective Michael addition reactions of fluoromalonates with α,β-unsaturated aldehydes

Abstract

Keywords

ASJC Scopus subject areas

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