29910-09-6Relevant articles and documents
Desymmetrization of meso-cyclic imides via enantioselective monohydrogenation
Takebayashi, Satoshi,John, Jeremy M.,Bergens, Steven H.
supporting information; experimental part, p. 12832 - 12834 (2010/11/03)
meso-Cyclic imides are monohydrogenated to form the corresponding hydroxy lactams in 88-97% ee using trans-[Ru((R)-BINAP)(H)2((R,R)-dpen)] and related compounds as catalysts with base in THF. The hydrogenation proceeds with high enantiogroup-and chemoselectivity, and it is a desymmetrization reaction, forming up to five stereogenic centers in one reaction. Conversion of a hydroxy lactam into the corresponding iminium ion followed by addition of indene extended the number of stereogenic centers from 5 to 7.