DABCO-Catalyzed [4 + 2] Annulation of 5-Methylenehex-2-ynedioates with Electron-Deficient Alkenes

Dongqiu Li; Fang Cheng; Yuhai Tang; Jing Li; Yang Li; Jiao Jiao; Silong Xu

doi:10.1021/acs.joc.1c03159

DABCO-Catalyzed [4 + 2] Annulation of 5-Methylenehex-2-ynedioates with Electron-Deficient Alkenes

Dongqiu Li
, Fang Cheng
, Yuhai Tang
, Jing Li
, Yang Li
, Jiao Jiao
, Silong Xu

化学学院

Xi'an Jiaotong University

科研成果: 期刊稿件 › 文章 › 同行评审

8 引用（Scopus）

摘要

Herein, we describe a DABCO-catalyzed [4 + 2] annulation between 5-methylenehex-2-ynedioates and electron-deficient olefins to afford functionalized cyclohexadienes in good yields under mild conditions. The use of β- and ϵ-carbons of the substrates for C-C bond formation is distinct from previous reports showing a substrate-controlled divergent reactivity. The annulation is believed to proceed in domino cyclization initiated by a cross Rauhut-Currier reaction.

源语言	英语
页（从-至）	6362-6370
页数	9
期刊	Journal of Organic Chemistry
卷	87
期	9
DOI	https://doi.org/10.1021/acs.joc.1c03159
出版状态	已出版 - 6 5月 2022

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title = "DABCO-Catalyzed [4 + 2] Annulation of 5-Methylenehex-2-ynedioates with Electron-Deficient Alkenes",

abstract = "Herein, we describe a DABCO-catalyzed [4 + 2] annulation between 5-methylenehex-2-ynedioates and electron-deficient olefins to afford functionalized cyclohexadienes in good yields under mild conditions. The use of β- and ϵ-carbons of the substrates for C-C bond formation is distinct from previous reports showing a substrate-controlled divergent reactivity. The annulation is believed to proceed in domino cyclization initiated by a cross Rauhut-Currier reaction.",

author = "Dongqiu Li and Fang Cheng and Yuhai Tang and Jing Li and Yang Li and Jiao Jiao and Silong Xu",

note = "Publisher Copyright: {\textcopyright} 2022 American Chemical Society.",

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doi = "10.1021/acs.joc.1c03159",

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T1 - DABCO-Catalyzed [4 + 2] Annulation of 5-Methylenehex-2-ynedioates with Electron-Deficient Alkenes

AU - Li, Dongqiu

AU - Cheng, Fang

AU - Tang, Yuhai

AU - Li, Jing

AU - Li, Yang

AU - Jiao, Jiao

AU - Xu, Silong

PY - 2022/5/6

Y1 - 2022/5/6

N2 - Herein, we describe a DABCO-catalyzed [4 + 2] annulation between 5-methylenehex-2-ynedioates and electron-deficient olefins to afford functionalized cyclohexadienes in good yields under mild conditions. The use of β- and ϵ-carbons of the substrates for C-C bond formation is distinct from previous reports showing a substrate-controlled divergent reactivity. The annulation is believed to proceed in domino cyclization initiated by a cross Rauhut-Currier reaction.

AB - Herein, we describe a DABCO-catalyzed [4 + 2] annulation between 5-methylenehex-2-ynedioates and electron-deficient olefins to afford functionalized cyclohexadienes in good yields under mild conditions. The use of β- and ϵ-carbons of the substrates for C-C bond formation is distinct from previous reports showing a substrate-controlled divergent reactivity. The annulation is believed to proceed in domino cyclization initiated by a cross Rauhut-Currier reaction.

UR - https://www.scopus.com/pages/publications/85128688109

U2 - 10.1021/acs.joc.1c03159

DO - 10.1021/acs.joc.1c03159

M3 - 文章

AN - SCOPUS:85128688109

SN - 0022-3263

VL - 87

SP - 6362

EP - 6370

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 9

ER -

DABCO-Catalyzed [4 + 2] Annulation of 5-Methylenehex-2-ynedioates with Electron-Deficient Alkenes

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