Enantioselective direct vinylogous Michael addition reaction catalyzed by organic molecules

Jun Lu; Feng Liu; Wei Juan Zhou; Teck Peng Loh

doi:10.1016/j.tetlet.2008.07.016

Enantioselective direct vinylogous Michael addition reaction catalyzed by organic molecules

Jun Lu, Feng Liu, Wei Juan Zhou, Teck Peng Loh^*

^*Corresponding author for this work

Nanyang Technological University

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

26 Citations (Scopus)

Abstract

Chiral 2-azanorbornyl-3-methanol is used as an organocatalyst for the highly enantioselective direct vinylogous Michael addition reaction of vinyl malononitriles to α,β-unsaturated aldehydes. In many cases, the products can be obtained in almost optically pure form (>95% ee) after a single recrystallization.

Original language	English
Pages (from-to)	5389-5392
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	37
DOIs	https://doi.org/10.1016/j.tetlet.2008.07.016
Publication status	Published - Sept 8 2008
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

Chiral azabicyclo catalyst
Dicyanoolefin
Michael addition
Organocatalysis
Unsaturated aldehyde

Access to Document

10.1016/j.tetlet.2008.07.016

Cite this

@article{41ba0eca10104d3384ddb9c36d8e529e,

title = "Enantioselective direct vinylogous Michael addition reaction catalyzed by organic molecules",

abstract = "Chiral 2-azanorbornyl-3-methanol is used as an organocatalyst for the highly enantioselective direct vinylogous Michael addition reaction of vinyl malononitriles to α,β-unsaturated aldehydes. In many cases, the products can be obtained in almost optically pure form (>95% ee) after a single recrystallization.",

keywords = "Chiral azabicyclo catalyst, Dicyanoolefin, Michael addition, Organocatalysis, Unsaturated aldehyde",

author = "Jun Lu and Feng Liu and Zhou, {Wei Juan} and Loh, {Teck Peng}",

year = "2008",

month = sep,

day = "8",

doi = "10.1016/j.tetlet.2008.07.016",

language = "English",

volume = "49",

pages = "5389--5392",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "37",

}

TY - JOUR

T1 - Enantioselective direct vinylogous Michael addition reaction catalyzed by organic molecules

AU - Lu, Jun

AU - Liu, Feng

AU - Zhou, Wei Juan

AU - Loh, Teck Peng

PY - 2008/9/8

Y1 - 2008/9/8

N2 - Chiral 2-azanorbornyl-3-methanol is used as an organocatalyst for the highly enantioselective direct vinylogous Michael addition reaction of vinyl malononitriles to α,β-unsaturated aldehydes. In many cases, the products can be obtained in almost optically pure form (>95% ee) after a single recrystallization.

AB - Chiral 2-azanorbornyl-3-methanol is used as an organocatalyst for the highly enantioselective direct vinylogous Michael addition reaction of vinyl malononitriles to α,β-unsaturated aldehydes. In many cases, the products can be obtained in almost optically pure form (>95% ee) after a single recrystallization.

KW - Chiral azabicyclo catalyst

KW - Dicyanoolefin

KW - Michael addition

KW - Organocatalysis

KW - Unsaturated aldehyde

UR - http://www.scopus.com/inward/record.url?scp=48149083618&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=48149083618&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2008.07.016

DO - 10.1016/j.tetlet.2008.07.016

M3 - Article

AN - SCOPUS:48149083618

SN - 0040-4039

VL - 49

SP - 5389

EP - 5392

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 37

ER -

Enantioselective direct vinylogous Michael addition reaction catalyzed by organic molecules

Abstract

ASJC Scopus Subject Areas

Keywords

Access to Document

Other files and links

Fingerprint

Cite this