1410783-83-3Relevant articles and documents
A stereoselective cyclization strategy for the preparation of γ-lactams and their use in the synthesis of α-Methyl-β-proline
Banerjee, Souvik,Smith, Justin,Smith, Jillian,Faulkner, Caleb,Masterson, Douglas S.
, p. 10925 - 10930 (2013/02/22)
A straightforward stereoselective and enantiodivergent cyclization strategy for the construction of γ-lactams is described. The cyclization strategy makes use of chiral malonic esters prepared from enantiomerically enriched monoesters of disubstituted malonic acid. The cyclization occurs with the selective displacement of a substituted benzyl alcohol as the leaving group. A Hammett study illustrates that the cyclization is under electronic control. The resulting γ-lactam can be readily converted into a novel proline analogue.