Practical enantioselective reduction of ketones using oxazaborolidine catalyst generated in situ from chiral lactam alcohol and borane
Yasuhiro Kawanami*, Shinichi Murao, Takahiko Ohga and Nobuyo Kobayashi
*Department of Biochemistry and Food Science, Faculty of Agriculture, Kagawa
University, Miki-cho, Kagawa 761-0795, Japan, Email: kawanami
ag.kagawa-u.ac.jp
Y. Kawanami, S. Murao, T. Ohga, N. Kobayashi, Tetrahedron, 2003, 59, 8411-8414.
DOI: 10.1016/j.tet.2003.08.064
Abstract
A chiral oxazaborolidine catalyst prepared in situ from a chiral lactame and borane at room temperature catalyzed the enantioselective reduction of ketones with high enantioselectivity. The preparation of the catalyst is not time consuming and no expensive reagents are involved.
see
article for more examples
Possible pathway to
the oxazaborolidine
Key Words
Corey-Bakshi-Shibata Reduction, CBS Reduction, borane, asymmetric synthesis, enantioselective, lactam alcohol
ID: J72-Y2003-850
