Enantioselective -chlorination of aldehydes with recyclable fluorous (s)-pyrrolidine-thiourea bifunctional organocatalyst

Liang Wang; Chun Cai; Dennis P. Curran; Wei Zhang

doi:10.1055/s-0029-1219198

Enantioselective -chlorination of aldehydes with recyclable fluorous (s)-pyrrolidine-thiourea bifunctional organocatalyst

Liang Wang
, Chun Cai
, Dennis P. Curran
, Wei Zhang

Chemistry

Nanjing University of Science and Technology
University of Massachusetts Boston
University of Pittsburgh

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

Abstract

A novel fluorous (S)-pyrrolidine-thiourea bifunctional organocatalyst is prepared. The catalyst shows good activity and enantioselectivity for direct -chlorination of aldehydes using N-chlorosuccinimide (NCS) as the chlorine source. It can be recovered from the reaction mixture by fluorous solid-phase extraction with excellent purity for direct reuse.

Original language	English
Pages (from-to)	433-436
Number of pages	4
Journal	Synlett
Issue number	3
DOIs	https://doi.org/10.1055/s-0029-1219198
State	Published - 2010

ASJC Scopus Subject Areas

Organic Chemistry

Keywords

-chlorination
-chloroaldehyde
Bifunctional organocatalyst
N -chlorosuccinimide (NCS), fluorous catalyst, fluorous solid-phase extraction (F-SPE)

Access to Document

10.1055/s-0029-1219198

Cite this

@article{be46c289b5be4ea9bea3a5d4d6e015ee,

title = "Enantioselective -chlorination of aldehydes with recyclable fluorous (s)-pyrrolidine-thiourea bifunctional organocatalyst",

abstract = "A novel fluorous (S)-pyrrolidine-thiourea bifunctional organocatalyst is prepared. The catalyst shows good activity and enantioselectivity for direct -chlorination of aldehydes using N-chlorosuccinimide (NCS) as the chlorine source. It can be recovered from the reaction mixture by fluorous solid-phase extraction with excellent purity for direct reuse.",

keywords = "-chlorination, -chloroaldehyde, Bifunctional organocatalyst, N -chlorosuccinimide (NCS), fluorous catalyst, fluorous solid-phase extraction (F-SPE)",

author = "Liang Wang and Chun Cai and Curran, \{Dennis P.\} and Wei Zhang",

year = "2010",

doi = "10.1055/s-0029-1219198",

language = "English",

pages = "433--436",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "3",

}

TY - JOUR

T1 - Enantioselective -chlorination of aldehydes with recyclable fluorous (s)-pyrrolidine-thiourea bifunctional organocatalyst

AU - Wang, Liang

AU - Cai, Chun

AU - Curran, Dennis P.

AU - Zhang, Wei

PY - 2010

Y1 - 2010

N2 - A novel fluorous (S)-pyrrolidine-thiourea bifunctional organocatalyst is prepared. The catalyst shows good activity and enantioselectivity for direct -chlorination of aldehydes using N-chlorosuccinimide (NCS) as the chlorine source. It can be recovered from the reaction mixture by fluorous solid-phase extraction with excellent purity for direct reuse.

AB - A novel fluorous (S)-pyrrolidine-thiourea bifunctional organocatalyst is prepared. The catalyst shows good activity and enantioselectivity for direct -chlorination of aldehydes using N-chlorosuccinimide (NCS) as the chlorine source. It can be recovered from the reaction mixture by fluorous solid-phase extraction with excellent purity for direct reuse.

KW - -chlorination

KW - -chloroaldehyde

KW - Bifunctional organocatalyst

KW - N -chlorosuccinimide (NCS), fluorous catalyst, fluorous solid-phase extraction (F-SPE)

UR - https://www.scopus.com/pages/publications/76249085117

UR - https://www.scopus.com/pages/publications/76249085117#tab=citedBy

U2 - 10.1055/s-0029-1219198

DO - 10.1055/s-0029-1219198

M3 - Article

AN - SCOPUS:76249085117

SN - 0936-5214

SP - 433

EP - 436

JO - Synlett

JF - Synlett

IS - 3

ER -

Enantioselective -chlorination of aldehydes with recyclable fluorous (s)-pyrrolidine-thiourea bifunctional organocatalyst

Abstract

ASJC Scopus Subject Areas

Keywords

Access to Document

Other files and links

Fingerprint

Cite this