IONIZATION OF THE C-7 METHOXY GROUP IN RAPAMYCIN BY 5 M LITHIUM PERCHLORATE-DIETHYL ETHER

Authors
LUENGO JI KONIALIANBECK A HOLT DA
Citation
Ji. Luengo et al., IONIZATION OF THE C-7 METHOXY GROUP IN RAPAMYCIN BY 5 M LITHIUM PERCHLORATE-DIETHYL ETHER, Tetrahedron letters, 36(43), 1995, pp. 7823-7824
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
43
Year of publication
1995
Pages
7823 - 7824
Database
ISI
SICI code
0040-4039(1995)36:43<7823:IOTCMG>2.0.ZU;2-J
Abstract
Treatment of the macrolide rapamycin (1) with 5 M LiClO4/diethyl ether promoted ionization and elimination of the C-7 methoxy group, leading to the conjugated tetraene 2. In the presence of electron rich aromat ic systems, efficient arylation at C-7 took place. C-7 arylation of ra pamycin could also be achieved with Suzuki's catalyst (Cp(2)HfCl(2)-Ag ClO4).