Versatile construction of functionalized tropane ring systems based on lactam activation: enantioselective synthesis of (+)-pervilleine B.
Chem Commun (Camb)
; 49(63): 7088-90, 2013 Aug 14.
Article
en En
| MEDLINE
| ID: mdl-23824038
ABSTRACT
The halo-assisted intramolecular addition of silyl enol ethers with in situ activated lactams yielded (hydroxylated) 1-halo-8-azabicyclo[3,2,1]octane and 1-halo-9-azabicyclo[3,3,1]nonane ring systems, which provided an easy enantioselective access to 6ß-silyloxytropane-3-one, 3α,6ß-dihydroxytropane, and pervilleine B. The absolute configuration of the natural (-)-pervilleine B was determined to be 1R,3R,5S,6R.
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Tropanos
/
Lactamas
Idioma:
En
Año:
2013
Tipo del documento:
Article