51941-58-3Relevant academic research and scientific papers
Stereospecific Construction of Contiguous Quaternary All-Carbon Centers by Oxidative Ring Contraction
Yu, Xin,Hu, Jiadong,Shen, Zhigao,Zhang, Hui,Gao, Jin-Ming,Xie, Weiqing
, p. 350 - 353 (2017)
Oxidative ring contraction of cyclic α-formyl ketones was facilitated by the action of H2O2under operationally simple and environmentally benign reaction conditions. The process was highly regioselective and enables stereospecific construction of contiguous quaternary all-carbon centers from stereodefined all-substituted all-cyclic ketones. The asymmetric syntheses of (+)-cuparene and (+)-tochuinyl acetate were also successively achieved by taking advantage of this novel protocol.
SYNTHESIS OF AROMATIC SESQUITERPENES, (+/-)-CUPARENE AND (+/-)-LAURENE BY MEANS OF AN INTRAMOLECULAR CARBENOID DISPLACEMENT (ICD) REACTION
Kametani, Tetsuji,Kawamura, Kuniaki,Tsubuki, Masayoshi,Honda, Toshio
, p. 193 - 200 (2007/10/02)
The synthesis of (+/-)-cuparene and (+/-)-laurene was accomplished by means of an intramolecular carbenoid displacement (ICD) reaction of the benzyl sulphide (12) as a key reaction.
Synthesis of an Aromatic Sesquiterpene, (+/-)-Cuparene, via Construction of a Quaternary Carbon Centre by an Intramolecular Carbenoid Displacement Reaction
Kametani, Tetsuji,Kawamura, Kuniaki,Tsubuki, Masayoshi,Honda, Toshio
, p. 1324 - 1325 (2007/10/02)
The synthesis of (+/-)-cuparene (11), which includes as the key step an intramolecular carbenoid displacement reaction at the benzylic position of a benzyl sulphide derivative, is described.
