84565-71-9Relevant academic research and scientific papers
Mono- and bicyclic cyclopentenes by rearrangement of 1-methylcyclobutylmethanols: synthesis of (±)-cuparene and formal syntheses of (±)-laurene and (±)-herbertene
Mandelt, Klaus,Fitjer, Lutz
, p. 1523 - 1526 (2007/10/03)
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).
A HYBRID BIRCH-CLAISEN METHODOLOGY FOR ARYLATION AT ALLYLIC TERMINI: SYNTHESIS OF (+/-)-HERBERTENE
Chandrasekaran, S.,Turner, John V.
, p. 3799 - 3802 (2007/10/02)
A hybrid Birch-Claisen methodology has been developed for the regio- and stereo-controlled arylation of allyl groups, and applied to a synthesis of (+/-)-herbertene.
