333999-62-5Relevant articles and documents
Total synthesis of (-)-FR901483
Ma, Ai-Jun,Tu, Yong-Qiang,Peng, Jin-Bao,Dou, Qing-Yun,Hou, Si-Hua,Zhang, Fu-Min,Wang, Shao-Hua
supporting information; experimental part, p. 3604 - 3607 (2012/09/11)
A total synthesis of the immunosuppressive alkaloid (-)-FR901483 (1) has been described. The intriguingly azatricyclic structure of 1 was constructed by the semipinacol-type rearrangement and intramolecular Schmidt reaction of an azido cyclohexanone deriv
Stereocontrolled total synthesis of (-)-FR901483
Ieda, Shigeru,Masuda, Akitaka,Kariyama, Mami,Wakimoto, Toshiyuki,Asakawa, Tomohiro,Fukuyama, Tohru,Kan, Toshiyuki
, p. 1071 - 1092 (2013/08/23)
The total synthesis of a potent immunosuppressant (-)-FR901483 is accomplished. The skeleton itself is constructed by the Ugi 4CC reaction, subsequent intramolecular Dieckmann condensation, and a diastereoselective intramolecular aldol reaction. However, the remarkable feature is the stereoselective incorporation of the p-methoxybenzyl and methylamino groups within the tricyclic core skeleton.
Total synthesis of tricyclic azaspirane derivatives of tyrosine: FR901483 and TAN1251C
Ousmer,Braun,Bavoux,Perrin,Ciufolini
, p. 7534 - 7538 (2007/10/03)
A solution to the long-standing problem presented by the oxidative cyclization of a phenolic 3-arylpropionamide to a spirolactam has been developed in this laboratory via oxazoline chemistry. This research was motivated by our interest in some novel tricyclic azaspirane natural products formally derived from tyrosine, such as FR901483 and TAN1251C. In this paper, we disclose full details of the total synthesis of these substances.