Highly enantioselective synthesis of multifunctionalized dihydrofurans by copper-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene- β-ketoester with diazo compound

Jiao Long Zhou; Li Jia Wang; Hao Xu; Xiu Li Sun; Yong Tang

doi:10.1021/cs400019u

Highly enantioselective synthesis of multifunctionalized dihydrofurans by copper-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene- β-ketoester with diazo compound

Jiao Long Zhou
, Li Jia Wang
, Hao Xu
, Xiu Li Sun
, Yong Tang^*

^*此作品的通讯作者

CAS - Shanghai Institute of Organic Chemistry

科研成果: 期刊稿件 › 文章 › 同行评审

63 引用（Scopus）

摘要

Highly efficient synthesis of chiral tetrasubstituted 2,3-dihydrofuran derivatives has been realized by Cu-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene-β-ketoester with a diazo compound. Following this methodology, a series of optically active multifunctionalized dihydrofurans were prepared in high yield with up to 96% ee and 99/1 dr.

源语言	英语
页（从-至）	685-688
页数	4
期刊	ACS Catalysis
卷	3
期	4
DOI	https://doi.org/10.1021/cs400019u
出版状态	已出版 - 5 4月 2013
已对外发布	是

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title = "Highly enantioselective synthesis of multifunctionalized dihydrofurans by copper-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene- β-ketoester with diazo compound",

abstract = "Highly efficient synthesis of chiral tetrasubstituted 2,3-dihydrofuran derivatives has been realized by Cu-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene-β-ketoester with a diazo compound. Following this methodology, a series of optically active multifunctionalized dihydrofurans were prepared in high yield with up to 96\% ee and 99/1 dr.",

keywords = "[4 + 1] cycloadditions, asymmetric, copper carbene, dihydrofurans",

author = "Zhou, \{Jiao Long\} and Wang, \{Li Jia\} and Hao Xu and Sun, \{Xiu Li\} and Yong Tang",

year = "2013",

month = apr,

day = "5",

doi = "10.1021/cs400019u",

language = "英语",

volume = "3",

pages = "685--688",

journal = "ACS Catalysis",

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T1 - Highly enantioselective synthesis of multifunctionalized dihydrofurans by copper-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene- β-ketoester with diazo compound

AU - Zhou, Jiao Long

AU - Wang, Li Jia

AU - Xu, Hao

AU - Sun, Xiu Li

AU - Tang, Yong

PY - 2013/4/5

Y1 - 2013/4/5

N2 - Highly efficient synthesis of chiral tetrasubstituted 2,3-dihydrofuran derivatives has been realized by Cu-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene-β-ketoester with a diazo compound. Following this methodology, a series of optically active multifunctionalized dihydrofurans were prepared in high yield with up to 96% ee and 99/1 dr.

AB - Highly efficient synthesis of chiral tetrasubstituted 2,3-dihydrofuran derivatives has been realized by Cu-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene-β-ketoester with a diazo compound. Following this methodology, a series of optically active multifunctionalized dihydrofurans were prepared in high yield with up to 96% ee and 99/1 dr.

KW - [4 + 1] cycloadditions

KW - asymmetric

KW - copper carbene

KW - dihydrofurans

UR - https://www.scopus.com/pages/publications/84875918173

U2 - 10.1021/cs400019u

DO - 10.1021/cs400019u

M3 - 文章

AN - SCOPUS:84875918173

SN - 2155-5435

VL - 3

SP - 685

EP - 688

JO - ACS Catalysis

JF - ACS Catalysis

IS - 4

ER -

Highly enantioselective synthesis of multifunctionalized dihydrofurans by copper-catalyzed asymmetric [4 + 1] cycloadditions of α-benzylidene- β-ketoester with diazo compound

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