Catalytic enantioselective intramolecular 1,3-dipolar cycloaddition of azomethine ylides with fluorinated dipolarophiles

被引：7

作者：

Cristobal, Christian ^{[1
]}

Gavina, Daniel ^{[2
]}

Alonso, Ines ^{[1
,3
,4
]}

Ribagorda, Maria ^{[1
,3
]}

Carretero, Juan C. ^{[1
,3
,4
]}

del Pozo, Carlos ^{[2
]}

Adrio, Javier ^{[1
,3
,4
]}

机构：

[1] Univ Autonoma Madrid, Fac Ciencias, Dept Quim Organ, C Francisco Tomas & Valiente 7, Madrid 28049, Spain

[2] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Spain

[3] Univ Autonoma Madrid, Inst Adv Res Chem Sci IAdChem, Madrid 28049, Spain

[4] Ctr Innovac Quim Avanzada ORFEO CINQA, Seville, Spain

来源：

CHEMICAL COMMUNICATIONS | 2022年 / 58卷 / 56期

关键词：

ASYMMETRIC-SYNTHESIS;

D O I：

10.1039/d2cc02902b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An enantioselective synthesis of polycyclic fluorinated pyrrolidines has been achieved by Cu-catalyzed intramolecular 1,3-dipolar cycloaddition of azomethine ylides with fluorinated dipolarophiles. The method displays a wide scope and afforded the desired cycloadducts in high yields with up to 99% ee. These results demonstrate that fluoroalkyl substituents are excellent activating groups in this transformation.

引用

页码：7805 / 7808

页数：4

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