Catalytic Asymmetric Cycloaddition of in Situ-Generated ortho-Quinone Methides and Azlactones by a Triple Brønsted Acid Activation Strategy

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成果类型：

期刊论文

作者：

Yu, Xiao-Ye;Chen, Jia-Rong*;Wei, Qiang;Cheng, Hong-Gang;Liu, Zhi-Cheng;...

通讯作者：

Chen, Jia-Rong

作者机构：

[Cheng, Hong-Gang; Wei, Qiang; Xiao, Wen-Jing; Chen, Jia-Rong; Yu, Xiao-Ye; Liu, Zhi-Cheng] CCNU, Coll Chem, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol,Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.

[Xiao, Wen-Jing] Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300072, Peoples R China.

通讯机构：

[Chen, Jia-Rong] C

CCNU, Coll Chem, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol,Minist Educ, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.

语种：

英文

关键词：

cycloaddition;heterocycles;lactones;methides;synthetic methods

期刊：

CHEMISTRY-A EUROPEAN JOURNAL

ISSN：

0947-6539

年：

2016

卷：

期：

页码：

6774-6778

DOI：

10.1002/chem.201601227

基金类别：

We are grateful to the National Natural Science Foundation of China (NO. 21272087, 21472058, 21232003, and 21202053) and Youth Chen-Guang Project of Wuhan (No. 2015070404010180) for support of this research.

机构署名：

本校为第一且通讯机构

院系归属：

化学学院

摘要：

A convergent and highly stereoselective [4+2] cycloaddition of in situ-generated ortho-Quinone methides (o-QMs) and azlactone enols has been successfully developed through a triple Brønsted acid catalysis strategy. This protocol provides an efficient and mild access to various densely functionalized dihydrocoumarins bearing adjacent quaternary and tertiary stereogenic centers in high yields with excellent diastereo- and enantioselectivity. ©...

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Catalytic Asymmetric Cycloaddition of in Situ-Generated ortho-Quinone Methides and Azlactones by a Triple Brønsted Acid Activation Strategy

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