217636-39-0

Upstream product

• 10523-97-4 1-chloro-1-methyl-cyclobutane 
• 122-00-9 para-methylacetophenone 

Downstream Products

• 16982-00-6 1-(1,2,2-trimethylcyclopentyl)-4-methylbenzene 
• 54750-40-2 1-(1,2-dimethylcyclopent-2-en-1-yl)-4-methylbenzene 
• 55873-30-8 5,5-dimethyl-1-p-tolylcyclopentene 

Relevant academic research and scientific papers

Mono- and bicyclic cyclopentenes by rearrangement of 1-methylcyclobutylmethanols: synthesis of (±)-cuparene and formal syntheses of (±)-laurene and (±)-herbertene

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).