Synthesis 2013; 45(12): 1654-1658
DOI: 10.1055/s-0033-1338434
special topic
© Georg Thieme Verlag Stuttgart · New York

Highly Enantioselective Michael Addition of α-Substituted Nitrophosphonates to a Vinyl Sulfone

Guo-Ying Chen
Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Singapore 117543, Republic of Singapore   Fax: +65(6779)1691   Email: chmlyx@nus.edu.sg
,
Yixin Lu*
Department of Chemistry & Medicinal Chemistry Program, Life Sciences Institute, National University of Singapore, 3 Science Drive 3, Singapore 117543, Republic of Singapore   Fax: +65(6779)1691   Email: chmlyx@nus.edu.sg
› Author Affiliations
Further Information

Publication History

Received: 08 March 2013

Accepted after revision: 02 April 2013

Publication Date:
17 April 2013 (online)


Abstract

Organocatalytic asymmetric Michael reaction of α-substituted nitrophosphonates to phenyl vinyl sulfone catalyzed by cinchona alkaloid-derived tertiary amine-thioureas afforded α,α-disubstituted nitrophosphonates in very good yields and excellent enantiomeric excesses.

Supporting Information