γ-Selective allylic substitution reaction with Grignard reagents catalyzed by copper N-heterocyclic carbene complexes and its application to enantioselective synthesis

Tominaga, Satoshi; Oi, Yukinao; Kato, Toshio; An, Dukkeun; Okamoto, Sentaro

doi:10.1016/j.tetlet.2004.05.135

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γ-Selective allylic substitution reaction with Grignard reagents catalyzed by copper N-heterocyclic carbene complexes and its application to enantioselective synthesis

Tominaga, Satoshi;
Oi, Yukinao;
Kato, Toshio;
An, Dukkeun;
Okamoto, Sentaro

Citations

SCOPUS

112

초록

The reaction of allylic compounds with alkyl Grignard reagents in the presence of a catalytic amount of copper N-heterocyclic carbene (NHC) complexes proceeded predominantly in an S_N2′ reaction pathway to give γ-substituted product in excellent yield. The method was applied to asymmetric reaction by using optically active NHC ligands. © 2004 Elsevier Ltd. All rights reserved.

키워드

Allylic substitution; Asymmetric reaction; N-Heterocyclic carbene; Organocopper

제목: γ-Selective allylic substitution reaction with Grignard reagents catalyzed by copper N-heterocyclic carbene complexes and its application to enantioselective synthesis

저자: Tominaga, Satoshi; Oi, Yukinao; Kato, Toshio; An, Dukkeun; Okamoto, Sentaro

DOI: 10.1016/j.tetlet.2004.05.135

발행일: 2004

유형: Article

저널명: Tetrahedron Letters

권: 45

호: 29

페이지: 5585 ~ 5588

언어: ENG

분량: 4 페이지

ISSN: P 0040-4039