Small Ring Building Blocks for Organic Synthesis. Part 110. Domino Heck—Diels—Alder Reactions of Differently Substituted Cyclopropylallenes.

Abstract

Cyclohexane derivatives Q 0040 Small Ring Building Blocks for Organic Synthesis. Part 110. Domino Heck--Diels-Alder Reactions of Differently Substituted Cyclopropylallenes. -A sequential Heck and Diels-Alder reaction is a useful access to 4,5-disubstituted 3-alkenylcyclohexenes starting from easily prepared cyclopropylallenes (I) and commercially available aryl halides and dienophiles. The title compounds are obtained with yields of 8-86% (33 examples) and diastereomeric ratios ranging from 1.4:1 to 4.9:1. -(KNOKE, M.; DE MEIJERE*, A.; Eur.