38848-21-4Relevant academic research and scientific papers
Au-Catalyzed [2 + 3] Annulation of Enamides with Propargyl Esters: Total Synthesis of Cephalotaxine and Cephalezomine H
Ma, Xiao-Yan,An, Xian-Tao,Zhao, Xian-He,Du, Ji-Yuan,Deng, Yu-Hua,Zhang, Xiang-Zhi,Fan, Chun-An
, p. 2965 - 2968 (2017/06/07)
A novel Au-catalyzed [2 + 3] annulation reaction of enamides with propargyl esters has been developed, providing a new method for expeditious assembly of synthetically useful functionalized 1-azaspiro[4.4]nonane building blocks. Based on this key annulation, strategic installation of the pivotal azaspirocyclic core, followed by constructing the benzazepine unit via Witkop cyclization, led to the divergent total syntheses of cephalotaxine and cephalezomine H.
Total synthesis of the Cephalotaxus alkaloids dl-cephalotaxine, dl-11-hydroxycephalotaxine, and dl-drupacine
Burkholder,Fuchs
, p. 9601 - 9613 (2007/10/02)
This paper reports the chemical details of our total synthesis of dl-cephalotaxine (1) and the completion of the first total synthesis of dl-11-hydroxycephalotaxine (3) and dl-drupacine (4). Key steps in the synthesis of dl-cephalotaxine include: (1) conj
Total Synthesis of (+/-)-Cephalotaxine
Ishibashi, Hiroyuki,Okano, Masahiko,Tamaki, Hiroshi,Maruyama, Kazumi,Yakura, Takayuki,Ikeda, Masazumi
, p. 1436 - 1437 (2007/10/02)
A total synthesis of (+/-)-cephalotaxine has been achieved in a stereoselective manner by a synthetic sequence involving an acid-catalysed cyclisation of the α-sulphinylacetamide 12 as a key step.
A NOVEL AND STEREOSELECTIVE SYNTHESIS OF (+/-)-CEPHALOTAXINE AND ITS ANALOGUE
Yasuda, Shingo,Yamada, Toru,Hanaoka, Miyoji
, p. 2023 - 2026 (2007/10/02)
Cephalotaxine (1) and its analogue (3) were stereoselectively synthesized from proline via the pyrrolobenzazepine (4) through Claisen rearrangement, cationic cyclization, and regio- and stereo-selective hydroxylation.
