Citation: Chen Xuewei, Xin Yujuan, Liu Qing, Lan Zhili. Application of Bifunctional (Thio)ureas with Auxiliary in Asymmetric Organocatalysis[J]. Chinese Journal of Organic Chemistry, ;2016, 36(2): 306-314. doi: 10.6023/cjoc201508029 shu

Application of Bifunctional (Thio)ureas with Auxiliary in Asymmetric Organocatalysis

Chen Xuewei ^a,b,, ,
Xin Yujuan ^a,b ,
Liu Qing ^a,b ,
Lan Zhili ^a,b

1.
a Key Laboratory of the Assembly and Application of Organic Functional Molecules, Hunan Normal University, Changsha 410081;
2.
b National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Hunan Normal University, Changsha 410081

Corresponding author: Chen Xuewei,
Received Date: 30 August 2015
Available Online: 18 September 2015
Fund Project: 国家自然科学基金(No. 20906029)资助项目 (No. 20906029)

Chiral bifunctional (thio)ureas, which are made up of (thio)urea group, nucleophilic activation group and auxiliary, have attracted widespread attention in asymmetric organocatalysis research nowadays because of their easy control structure and excellent catalytic performance. The introduction of the activation group, which can greatly influence the catalytic performance of the catalyst, has become an important and concern research field for the catalyst design, while the introduction of suitable auxiliary can also be used to control and optimize catalytic performance, and become an important supplementary method. However, up to now, there is no systematical review exclusively on utilization of auxiliary strategy for the construction of chiral bifunctional (thio)ureas. In this paper, the research progress of the construction of chiral bifunctional (thio)ureas based on tunable achiral and chiral auxiliaries in recent years is reviewed. These catalysts can be successfully applied in a diverse variety of highly enantioselective transformations providing a wide range of versatile organic compounds. The influence of several factors in the auxiliaries, such as steric hindrance, chiral environment, electronic effect and hydrogen bond donor, on the catalytic performance is described. Besides, an outlook for future development of auxiliaries to construct bifunctional (thio)ureas is given.
- bifunctional (thio)urea,
- auxiliary,
- asymmetric organocatalysis,
- application
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