Highly Diastereoselective Synthesis of Fully Substituted Tetrahydrofurans by a One‐Pot Cascade Reaction of Aryldiazoacetates with Allyl Alcohols

Abstract

A cascade of tetrahydrofurans: A one-pot cascade reaction for the preparation of fully substituted tetrahydrofurans from aryldiazoacetates and allyl alcohols is reported. Rh-catalyzed diazo decomposition of diazoacetates 1 with a secondary alcohols 2 gave an OH insertion product with excellent diastereoselectivity. Subsequent intramolecular Michael-type addition produced the desired tetrahydrofurans 3 with excellent stereoselective control.