55873-30-8

Upstream product

• 55873-29-5 2,2-Dimethyl-1-p-tolylpentan-1-thion 
• 217636-39-0 1-(1-Methylcyclobutyl)-1-(p-tolyl)ethanol 
• 97452-36-3 (1-p-tolyl-1-methylethyl) phenyl sulfide 
• 55873-28-4 2,2-Dimethyl-1-p-tolylpentan-1-on 
• 50390-51-7 4'-methylisobutyrophenone 
• 122-00-9 para-methylacetophenone 
• 1197-01-9 p-cymene-8-ol 
• 97452-38-5 1-(1-p-tolyl-1-methylethyl)cyclobutanol 

Downstream Products

• 55873-31-9 3,3-dimethyl-2-p-tolylcyclopentenone 
• 55873-32-0 5-cuparenone 

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).

ANHYDROUS FERRIC CHLORIDE ADSORBED ON SILICA GEL INDUCED RING ENLARGEMENT OF TERTIARY CYCLOBUTANOLS. SYNTHESIS OF ISOLAUROLENE AND DERIVATIVES, CAMPHOLENIC ETHER AND (+/-) CUPARENE

The reagent obtained by mixing anhydrous FeCl3 and silica gel induced, in dry medium, dehydration and specific C4 -> C5 ring enlargement of tertiary cyclobutanols, cyclization of olefinic alcohols and cleavage of tetrahydropyranyl ethers.