Short Syntheses of (±)‐Grandisol and (±) Lineatin via, a common Intermediate

A 6‐step synthesis of (±)‐grandisol (1) is presented, which involves dichloroketene addition to 3‐methyl‐3‐butenyl acetate (4), reductive dechlorination of the adduct 6 to the ketone 7 and saponification to 8, aldolization of 7 or 8 with acetone and cyclization to the bicyclic ketone 9, Wolff‐kishner, reduction to 14, and finally ring opening to 1. Since 9 is a known intermediate of the synthesis of (±)‐lineatin (2), the latter can now be obtained in 6 steps.