Diastereo- and enantioselective organocatalytic direct conjugate addition of γ-Butenolide to chalcones

Yinan Zhang; Chenguang Yu; Yafei Ji; Wei Wang

doi:10.1002/asia.201000014

Diastereo- and enantioselective organocatalytic direct conjugate addition of γ-Butenolide to chalcones

Yinan Zhang, Chenguang Yu, Yafei Ji, Wei Wang

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

63 Scopus citations

Abstract

A diastereo- and enantioselective conjugate addition reaction of γ-butenolide with chalcones has been developed. Notably, unmodified γ-butenolide was directly employed as a nucleophile in the Michael addition reactions. This process was catalyzed by a previously reported cyclohexane diamine thiourea under mild reaction conditions to afford enantioenriched synthetically and biologically important substituted furanones.

Original language	English (US)
Pages (from-to)	1303-1306
Number of pages	4
Journal	Chemistry - An Asian Journal
Volume	5
Issue number	6
DOIs	https://doi.org/10.1002/asia.201000014
State	Published - Jun 1 2010
Externally published	Yes

Keywords

Enones
Lactones
Michael addition organocatalysis
Thioureas

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

Access to Document

10.1002/asia.201000014

Cite this

@article{b9a4711e476944908c9a2646e6b7a73e,

title = "Diastereo- and enantioselective organocatalytic direct conjugate addition of γ-Butenolide to chalcones",

abstract = "A diastereo- and enantioselective conjugate addition reaction of γ-butenolide with chalcones has been developed. Notably, unmodified γ-butenolide was directly employed as a nucleophile in the Michael addition reactions. This process was catalyzed by a previously reported cyclohexane diamine thiourea under mild reaction conditions to afford enantioenriched synthetically and biologically important substituted furanones.",

keywords = "Enones, Lactones, Michael addition organocatalysis, Thioureas",

author = "Yinan Zhang and Chenguang Yu and Yafei Ji and Wei Wang",

year = "2010",

month = jun,

day = "1",

doi = "10.1002/asia.201000014",

language = "English (US)",

volume = "5",

pages = "1303--1306",

journal = "Chemistry - An Asian Journal",

issn = "1861-4728",

publisher = "John Wiley and Sons Ltd",

number = "6",

}

TY - JOUR

T1 - Diastereo- and enantioselective organocatalytic direct conjugate addition of γ-Butenolide to chalcones

AU - Zhang, Yinan

AU - Yu, Chenguang

AU - Ji, Yafei

AU - Wang, Wei

PY - 2010/6/1

Y1 - 2010/6/1

N2 - A diastereo- and enantioselective conjugate addition reaction of γ-butenolide with chalcones has been developed. Notably, unmodified γ-butenolide was directly employed as a nucleophile in the Michael addition reactions. This process was catalyzed by a previously reported cyclohexane diamine thiourea under mild reaction conditions to afford enantioenriched synthetically and biologically important substituted furanones.

AB - A diastereo- and enantioselective conjugate addition reaction of γ-butenolide with chalcones has been developed. Notably, unmodified γ-butenolide was directly employed as a nucleophile in the Michael addition reactions. This process was catalyzed by a previously reported cyclohexane diamine thiourea under mild reaction conditions to afford enantioenriched synthetically and biologically important substituted furanones.

KW - Enones

KW - Lactones

KW - Michael addition organocatalysis

KW - Thioureas

UR - http://www.scopus.com/inward/record.url?scp=77952893600&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77952893600&partnerID=8YFLogxK

U2 - 10.1002/asia.201000014

DO - 10.1002/asia.201000014

M3 - Article

C2 - 20397189

AN - SCOPUS:77952893600

SN - 1861-4728

VL - 5

SP - 1303

EP - 1306

JO - Chemistry - An Asian Journal

JF - Chemistry - An Asian Journal

IS - 6

ER -

Diastereo- and enantioselective organocatalytic direct conjugate addition of γ-Butenolide to chalcones

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this