70573-27-2Relevant academic research and scientific papers
Total Synthesis of (+/-)-α-Chamigrene and Brominated Chamigrene
Iwata, Chuzo,Miyashita, Kazuyuki,Koga, Yasuo,Shinoo, Yasutaka,Yamada, Minoru,Tanaka, Tetsuaki
, p. 2308 - 2312 (2007/10/02)
α-Chamigrene (1) and a bromochamigrene derivative, 9-(Z)-bromomethylidene-1,5,5-trimethylspiroundeca-1,7-dien-3-one (2a) were synthesized via a useful synthon in the synthesis of chamigrene-type sesquiterpenes, i.e., 1,5,5-trimethylspiroundeca-7,10-dien-3-one (5), which had been obtained by the copper(II) chloride-catalyzed decomposition of the phenolic α-diazoketone 4.Keywords - spirocyclic sesquiterpene; α-chamigrene; brominated chamigrene; spiro-undecane; 1,5,5-trimethylspiroundeca-7,10-diene-2,9-dione; metal-catalyzed decomposition of phenolic α-diazoketone; copper(II) chloride; regiospecific reduction; allylic oxidation; lithium in liquid ammonia
