Synfacts 2009(9): 1031-1031  
DOI: 10.1055/s-0029-1217792
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

A Highly Enantioselective α-Bromination?

Contributor(s): Benjamin List, Ilija Èorić, Olga Lifchits
P. Goswami, A. Baruah, B. Das
Indian Institute of Technology Guwahati, India
Further Information

Publication History

Publication Date:
21 August 2009 (online)

Significance

Goswami, Baruah and Das report a highly efficient α-bromination of 1,3-dicarbonyl compounds and cyclic ketones. Using 2,2-dibromodimedone 2 as a brominating agent and a simple primary amino acid catalyst 4, products 3 are reported to form in high yields and enantioselectivities. It is noteworthy that an enantioselective synthesis of the highly stereolabile products 3 where R² = H is unprecedented.