Addition of 1-methylcyclobutylmagnesium chloride ( 3 ) to acyclic ( 4d , e) and cyclic ketones ( 4a-c) yields 1-methylcyclobutylmethanols ( 5a-e) , which may be rearranged to mono-( 11-14) and bicyclic cyclopentenes ( 6-10) , respectively. Compounds 11 , 12 , and 13 are known precursors of ( ± )-laurene ( 15 ), ( ± )-cuparene ( 16 ), and ( ± )-herbertene ( 17 ), respectively. The cyclopentene 11 has been used in a two step synthesis of ( ± )cuparene ( 16 ).

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