Affiliation:
1. Institute of Organic Chemistry Johannes Kepler University Linz Altenbergerstrasse 69 4040 Linz Austria
2. School of Education Chemistry Johannes Kepler University Linz Altenbergerstrasse 69 4040 Linz Austria
Abstract
AbstractWe herein report a two‐step approach for the enantioselective synthesis of novel chiral δ‐lactams. By using a cooperative chiral ITU/achiral Pd‐catalyst system, this protocol proceeds via an asymmetric α‐allylation of activated aryl esters first, followed by an acid‐mediated lactam formation. A variety of differently substituted products could be obtained with usually high levels of enantioselectivities and in reasonable yields (16 examples, up to 98 : 2 er and 73 % yield over two steps). In addition, further utilizations of the products via transformations of the exocyclic double bond were successfully carried out as well.
Subject
Organic Chemistry,Physical and Theoretical Chemistry