Synthesis 2013; 45(12): 1647-1653
DOI: 10.1055/s-0032-1316919
special topic
© Georg Thieme Verlag Stuttgart · New York

Chiral Squaramide Catalyzed Asymmetric Conjugate Additions of 3-Substituted Oxindoles to Vinylphosphonates

Shu-Wen Duan
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, P. R. of China   Fax: +86(27)67862041   Email: jiarongchen2003@yahoo.com.cn   Email: wxiao@mail.ccnu.edu.cn
,
Yi-Yin Liu
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, P. R. of China   Fax: +86(27)67862041   Email: jiarongchen2003@yahoo.com.cn   Email: wxiao@mail.ccnu.edu.cn
,
Wei Ding
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, P. R. of China   Fax: +86(27)67862041   Email: jiarongchen2003@yahoo.com.cn   Email: wxiao@mail.ccnu.edu.cn
,
Tian-Ren Li
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, P. R. of China   Fax: +86(27)67862041   Email: jiarongchen2003@yahoo.com.cn   Email: wxiao@mail.ccnu.edu.cn
,
De-Qing Shi
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, P. R. of China   Fax: +86(27)67862041   Email: jiarongchen2003@yahoo.com.cn   Email: wxiao@mail.ccnu.edu.cn
,
Jia-Rong Chen*
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, P. R. of China   Fax: +86(27)67862041   Email: jiarongchen2003@yahoo.com.cn   Email: wxiao@mail.ccnu.edu.cn
,
Wen-Jing Xiao*
Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, P. R. of China   Fax: +86(27)67862041   Email: jiarongchen2003@yahoo.com.cn   Email: wxiao@mail.ccnu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 25 January 2013

Accepted after revision: 20 March 2013

Publication Date:
16 April 2013 (online)


Abstract

An efficient organocatalytic enantioselective conjugate addition of 3-substituted oxindoles to activated vinylphosphonates has been described. This reaction allows the facile synthesis of a new family of organophosphorus derivatives bearing an oxindole motif in high chemical yields with good to excellent stereoselectivities.

Supporting Information