Synfacts 2010(5): 0592-0592  
DOI: 10.1055/s-0029-1219754
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Sulfa-Michael Addition Catalyzed by a Quinine-Derived Urea Catalyst

Contributor(s): Benjamin List, Kristina Zumbansen
N. K. Rana, S. Selvakumar, V. K. Singh
Indian Institute of Technology, Kanpur and Indian Institute of Science Education and Research Bhopal, Govindpura, India
Further Information

Publication History

Publication Date:
22 April 2010 (online)

Significance

A highly enantioselective sulfa-Michael addition between aromatic thiols and ­cyclic and acyclic enones promoted by a quinine-derived urea catalyst is reported. A remarkably low catalyst loading is used (0.1 mol). The authors suggest a transition state model.

Review: D. Enders, K. Lüttgen, A. A. Narine ­Synthesis 2007, 959-980.