Desymmetrization of 1,3-Diones by Catalytic Enantioselective Condensation with Hydrazine

被引：47

作者：

Yang, Binmiao ^{[1
]}

Dai, Jun ^{[1
]}

Luo, Yixin ^{[2
,3
]}

Lau, Kai Kiat ^{[4
]}

Lan, Yu ^{[2
,3
,5
]}

Shao, Zhihui ^{[1
]}

Zhao, Yu ^{[4
]}

机构：

[1] Yunnan Univ, Yunnan Prov Ctr Res & Dev Nat Prod, Sch Chem Sci & Technol, Key Lab Med Chem Nat Resource,Minist Educ,State K, Kunming 650091, Yunnan, Peoples R China

[2] Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China

[3] Chongqing Univ, Chongqing Key Lab Theoret & Computat Chem, Chongqing 400030, Peoples R China

[4] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

[5] Zhengzhou Univ, Coll Chem, Green Catalysis Ctr, Zhengzhou 450001, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2021年 / 143卷 / 11期

关键词：

D O I：

10.1021/jacs.1c01366

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We present herein an unprecedented desymmetrization of meso 1,3-diones by enantioselective intermolecular condensation. Under the catalysis by a chiral phosphoric acid, a range of readily available 1,3-diones undergo reaction with hydrazines to produce cyclic and acyclic keto-hydrazones bearing an all-carbon quaternary center in high efficiency and enantioselectivity. These compounds are also highly versatile for the preparation of multifunctional building blocks and heterocycles in excellent stereoselectivity.

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页码：4179 / 4186

页数：8

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