Institut Parisien de Chimie Moléculaire UMR CNRS 7201, FR2769 Institut de Chimie Moléculaire, UPMC Université Paris 06, 4 Place Jussieu, case 183, 75005, Paris (France), Fax: (+33)?144274287
Abstract:
Free to decide : Various 4‐(α‐styryl) γ‐lactams are synthesized in 61–88 % yield by a phosphine‐free palladium‐catalyzed carbopalladation/allylic alkylation domino sequence (see scheme). The cyclization is totally regio‐ and diastereoselective in favor of the 3,4‐trans‐disubstituted γ‐lactam. The process is successfully applied to the synthesis of a new aza analogue of the naturally occurring lignan (+)‐oxo‐parabenzlactone.
