Diastereoselection in an aqueous Diels–Alder reaction: a formal total synthesis of the Inhoffen–Lythgoe diol
Abstract
A formal synthesis of the Inhoffen–Lythgoe diol (1) featuring a novel intermolecular Diels–Alder strategy wherein an intact C(20) stereocentre as part of a diene unit is used to elaborate directly the stereocentres at C(13) and C(17) of the hydrindan ring system of (1), is reported.