Steric Hindrance Tuned [4 + 1] Annulation of α‑Substituted Conjugated Enones with Ylides for Dihydrofuran Synthesis

Jiaxin Chu; Haoran Wang; Sunewang R. Wang

doi:10.1021/acs.orglett.4c03930

Steric Hindrance Tuned [4 + 1] Annulation of α‑Substituted Conjugated Enones with Ylides for Dihydrofuran Synthesis

Jiaxin Chu
, Haoran Wang
, Sunewang R. Wang^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

9 引用（Scopus）

摘要

In sharp contrast to the intuitive modulation by the electronic effect, the [4 + 1] annulation reaction between αsubstituted conjugated enones and ylides has been reliably controlled by the match of the α-substituent and the ylide in steric hindrance, providing a straightforward and efficient method for valuable 4-cyano, 4-alkynyl, 4-vinyl, and 4-aryl 2,3-dihydrofurans.

源语言	英语
页（从-至）	86-90
页数	5
期刊	Organic Letters
卷	27
期	1
DOI	https://doi.org/10.1021/acs.orglett.4c03930
出版状态	已出版 - 10 1月 2025

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abstract = "In sharp contrast to the intuitive modulation by the electronic effect, the [4 + 1] annulation reaction between αsubstituted conjugated enones and ylides has been reliably controlled by the match of the α-substituent and the ylide in steric hindrance, providing a straightforward and efficient method for valuable 4-cyano, 4-alkynyl, 4-vinyl, and 4-aryl 2,3-dihydrofurans.",

author = "Jiaxin Chu and Haoran Wang and Wang, \{Sunewang R.\}",

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AU - Chu, Jiaxin

AU - Wang, Haoran

AU - Wang, Sunewang R.

PY - 2025/1/10

Y1 - 2025/1/10

N2 - In sharp contrast to the intuitive modulation by the electronic effect, the [4 + 1] annulation reaction between αsubstituted conjugated enones and ylides has been reliably controlled by the match of the α-substituent and the ylide in steric hindrance, providing a straightforward and efficient method for valuable 4-cyano, 4-alkynyl, 4-vinyl, and 4-aryl 2,3-dihydrofurans.

AB - In sharp contrast to the intuitive modulation by the electronic effect, the [4 + 1] annulation reaction between αsubstituted conjugated enones and ylides has been reliably controlled by the match of the α-substituent and the ylide in steric hindrance, providing a straightforward and efficient method for valuable 4-cyano, 4-alkynyl, 4-vinyl, and 4-aryl 2,3-dihydrofurans.

UR - https://www.scopus.com/pages/publications/85212531422

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Steric Hindrance Tuned [4 + 1] Annulation of α‑Substituted Conjugated Enones with Ylides for Dihydrofuran Synthesis

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