Effective nonenzymatic kinetic resolution of racemic m-nitro-substituted inherently chiral aminocalix[4]arenes

Zhen-Xiang Xu; Chun Zhang; Yong Yang; Chuan-Feng Chen; Zhi-Tang Huang

doi:10.1021/ol702884u

Effective nonenzymatic kinetic resolution of racemic m-nitro-substituted inherently chiral aminocalix[4]arenes

Org Lett. 2008 Feb 7;10(3):477-9. doi: 10.1021/ol702884u. Epub 2008 Jan 10.

Authors

Zhen-Xiang Xu¹, Chun Zhang, Yong Yang, Chuan-Feng Chen, Zhi-Tang Huang

Affiliation

¹ Beijing National Laboratory for Molecular Sciences, Center for Chemical Biology, Institute of Chemistry, Graduate School, Chinese Academy of Sciences, Beijing 100049, China.

PMID: 18184000
DOI: 10.1021/ol702884u

Abstract

Effective nonenzymatic kinetic resolution of racemic m-nitro-substituted inherently chiral aminocalix[4]arenes with Boc-l-proline as the acylating reagent is described, which provides an efficient and convenient method for the enantioselective synthesis of meta-substituted aminocalix[4]arenes.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Calixarenes / chemistry*
Catalysis
Kinetics
Molecular Structure
Nitro Compounds / chemical synthesis*
Nitro Compounds / chemistry
Proline / analogs & derivatives
Proline / chemistry
Stereoisomerism

Substances

Nitro Compounds
Calixarenes
Proline