Chiral biphenylamide derivative: an efficient organocatalyst for the enantioselective synthesis of alpha-hydroxy phosphonates

Jun Jiang; Xiaohong Chen; Jun Wang; Yonghai Hui; Xiaohua Liu; Lili Lin; Xiaoming Feng

doi:10.1039/b917554g

Chiral biphenylamide derivative: an efficient organocatalyst for the enantioselective synthesis of alpha-hydroxy phosphonates

Org Biomol Chem. 2009 Nov 7;7(21):4355-7. doi: 10.1039/b917554g. Epub 2009 Sep 17.

Authors

Jun Jiang¹, Xiaohong Chen, Jun Wang, Yonghai Hui, Xiaohua Liu, Lili Lin, Xiaoming Feng

Affiliation

¹ Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.

PMID: 19830282
DOI: 10.1039/b917554g

Abstract

The aldol reactions of alpha-keto phosphonates and aldehydes were facilitated by an axially chiral biphenylprolinamide under mild conditions, affording the synthetically and pharmaceutically useful products in high yields and excellent enantioselectivities.

Publication types

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

MeSH terms

Aldehydes / chemistry
Anilides / chemistry*
Biphenyl Compounds / chemistry*
Catalysis
Organophosphonates / chemical synthesis*
Organophosphonates / chemistry*
Proline / chemistry
Stereoisomerism
Substrate Specificity

Substances

Aldehydes
Anilides
Biphenyl Compounds
Organophosphonates
3-hydroxybutanal
Proline