Lithium aluminum tri-f-butoxyhydride

Lithium tri-f-butoxyaluminum hydride (Lithium aluminum tri-f-butoxyhydride), 1, 620-625 2, 251-252 3, 188. 

Michael addition of methyl vinyl ketone to 24, followed by base-catalyzed cyclization, afforded the j8-diketone 25. Reaction of 25 with phosphorus oxychloride in dimethylformamide gave the vinylogous acid chloride 26 which afforded the corresponding chloro alcohol on reduction with lithium aluminum tri-f-butoxyhydride. Hydrolysis and concomitant dehydration of this chloro alcohol then gave the desired unsaturated ketone (23). 

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