Stereoselective Synthesis of cis-2,5-Disubstituted Pyrrolidines via Copper-Catalyzed Cyclization of Alkenes

Sai Hu Cai; Bing Chao Da; Jia Hui Zhou; Yun He Xu; Teck Peng Loh

doi:10.1002/cjoc.201600380

Stereoselective Synthesis of cis-2,5-Disubstituted Pyrrolidines via Copper-Catalyzed Cyclization of Alkenes

Sai Hu Cai, Bing Chao Da, Jia Hui Zhou, Yun He Xu^*, Teck Peng Loh

^*Corresponding author for this work

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

2 Citations (Scopus)

Abstract

An efficient methodology for the stereoselective synthesis of cis-2,5-disubstituted pyrrolidines using copper catalyst was developed. The corresponding cis-2,5-disubstituted pyrrolidines could be obtained in reasonable yields and with good stereoselectivities in the presence of 4,4′-di-tert-butyl-2,2′-bipyridine as ligand and 1-methyl-2-pyrrolidinone as solvent.

Original language	English
Pages (from-to)	1076-1080
Number of pages	5
Journal	Chinese Journal of Chemistry
Volume	34
Issue number	11
DOIs	https://doi.org/10.1002/cjoc.201600380
Publication status	Published - Nov 2016
Externally published	Yes

Bibliographical note

Publisher Copyright:
Copyright © 2016 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

ASJC Scopus Subject Areas

General Chemistry

Keywords

copper-catalyzed
cyclization
pyrrolidines
stereoselectivity

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10.1002/cjoc.201600380

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title = "Stereoselective Synthesis of cis-2,5-Disubstituted Pyrrolidines via Copper-Catalyzed Cyclization of Alkenes",

abstract = "An efficient methodology for the stereoselective synthesis of cis-2,5-disubstituted pyrrolidines using copper catalyst was developed. The corresponding cis-2,5-disubstituted pyrrolidines could be obtained in reasonable yields and with good stereoselectivities in the presence of 4,4′-di-tert-butyl-2,2′-bipyridine as ligand and 1-methyl-2-pyrrolidinone as solvent.",

keywords = "copper-catalyzed, cyclization, pyrrolidines, stereoselectivity",

author = "Cai, {Sai Hu} and Da, {Bing Chao} and Zhou, {Jia Hui} and Xu, {Yun He} and Loh, {Teck Peng}",

note = "Publisher Copyright: Copyright {\textcopyright} 2016 SIOC, CAS, Shanghai & WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2016",

month = nov,

doi = "10.1002/cjoc.201600380",

language = "English",

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pages = "1076--1080",

journal = "Chinese Journal of Chemistry",

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T1 - Stereoselective Synthesis of cis-2,5-Disubstituted Pyrrolidines via Copper-Catalyzed Cyclization of Alkenes

AU - Cai, Sai Hu

AU - Da, Bing Chao

AU - Zhou, Jia Hui

AU - Xu, Yun He

AU - Loh, Teck Peng

PY - 2016/11

Y1 - 2016/11

N2 - An efficient methodology for the stereoselective synthesis of cis-2,5-disubstituted pyrrolidines using copper catalyst was developed. The corresponding cis-2,5-disubstituted pyrrolidines could be obtained in reasonable yields and with good stereoselectivities in the presence of 4,4′-di-tert-butyl-2,2′-bipyridine as ligand and 1-methyl-2-pyrrolidinone as solvent.

AB - An efficient methodology for the stereoselective synthesis of cis-2,5-disubstituted pyrrolidines using copper catalyst was developed. The corresponding cis-2,5-disubstituted pyrrolidines could be obtained in reasonable yields and with good stereoselectivities in the presence of 4,4′-di-tert-butyl-2,2′-bipyridine as ligand and 1-methyl-2-pyrrolidinone as solvent.

KW - copper-catalyzed

KW - cyclization

KW - pyrrolidines

KW - stereoselectivity

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M3 - Article

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VL - 34

SP - 1076

EP - 1080

JO - Chinese Journal of Chemistry

JF - Chinese Journal of Chemistry

IS - 11

ER -

Stereoselective Synthesis of cis-2,5-Disubstituted Pyrrolidines via Copper-Catalyzed Cyclization of Alkenes

Abstract

Bibliographical note

ASJC Scopus Subject Areas

Keywords

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