Concepedia

Evolution of Pyrrolidine-Type Asymmetric Organocatalysts by “Click” Chemistry

Sanzhong Luo, Hui Xu, Xueling Mi, Jiuyuan Li, Xiaoxi Zheng, Jin‐Pei Cheng

The Journal of Organic Chemistry · 2006 · 111 citations · 13 references

DOI

Concepts

Abstract

Click chemistry has been employed to construct a library of the pyrrolidine-type asymmetric organocatalysts. The clicked organocatalysts were evaluated in asymmetric Michael addition of ketones to nitroolefins, showing good catalytic activity and stereoselectivity (up to 100% yield, syn:anti = 99:1, 96% ee).

References

13

A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective “Ligation” of Azides and Terminal Alkynes

Vsevolod V. Rostovtsev, Luke G. Green, Valery V. Fokin et al. · Angewandte Chemie International Edition · 2002 · 11.5K citations

, , +8

Peptidotriazoles on Solid Phase:  [1,2,3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides

Christian W. Tornøe, Caspar Christensen, Morten Meldal · The Journal of Organic Chemistry · 2002 · 8.5K citations

, , +12

Enamine-Based Organocatalysis with Proline and Diamines:  The Development of Direct Catalytic Asymmetric Aldol, Mannich, Michael, and Diels−Alder Reactions

Wolfgang Notz, Fujie Tanaka, Carlos F. Barbas · Accounts of Chemical Research · 2004 · 1.4K citations

, , +17

Proline-catalyzed asymmetric reactions

Benjamin List · Tetrahedron · 2002 · 1.1K citations

Proline-Catalyzed Enantioselective Michael Additions of Ketones to Nitrostyrene

Dieter Enders, Atsushi Seki · Synlett · 2002 · 285 citations

, , +7