A novel hetero-Diels-Alder approach towards perhydroquinolinones bearing an angular methyl group

摘要

The title compounds 9-11 were synthesized by a hetero Diels-Alder reaction using the sterically demanding diene 2 as a new building block. The effect of commonly used Lewis acids and the substitution pattern of various imines 5 on both the mechanism and the diastereoselectivity of the reaction with the diene is discussed and compared with data obtained by ab initio calculations. (C) 1997 Elsevier Science Ltd. All rights reserved. [References: 29]