The reaction of tetrachlorocyclopropene with trimethylsiloxydienes: a ‘one-pot’ Diels–Alder route to trichloro-tropones and -tropolones
Abstract
The trimethylsiloxydienes (2), (7), (9), and (11), react with tetrachlorocyclopropene (3) at room temperature to give the troponoids (6), (8), (10a), and (12), respectively; bromine oxidation of compound (14), derived from Diels–Alder reaction of diene (13) with dienophile (3), gives α-tropolone (10a) in 76% yield.