Stereoselectivity of Dienamine [4 + 2] Cycloadditions Synthesis of Functionalised Decalins and Drimanes

Abstract

Abstract The [4 + 2] cycloaddition stereoselectivity of dienamines 1–4 with dimethyl fumarate and fumaronitrile has been investigated, and functionalised decalins 21–40 have been prepared by elimination of Me 2 NH from cycloadducts 7–11 and 15–20 ; in the context of the synthesis of drimane sesquiterpenes, the reduction of dienediesters 29 and 30 is also described.