606143-29-7Relevant articles and documents
Asymmetric synthesis of 5-arylmethylpyrrolidin-2-ones and 2-arylmethylpyrrolidines
Lebrun, Stephane,Couture, Axel,Deniau, Eric,Grandclaudon, Pierre
, p. 2625 - 2632 (2003)
An efficient methodology for the enantioselective synthesis of 5-arylmethylpyrrolidin-2-ones and 2-arylmethylpyrrolidines has been devised. The key step is the stereoselective hydrogenation of the N-acylhydrazonium salts obtained from the corresponding arylmethylene hydrazides. These highly conjugated compounds are readily prepared by reacting a chiral succinimide with a variety of arylmethyl Grignard reagents. Removal of the chiral auxiliary and subsequent reduction complete the synthesis of the title compounds.