Novel asymmetric dealkoxycarbonylation of 3-oxo-8-azabicyclo[3.2.1]-octane-2,4-dicar☐ylates using porcine liver esterase: A new route to (−)-anhydroecgonine methyl ester

Autor: Manabu Node, Takahiro Katoh, Kiyoharu Nishide, Daisaku Nakamura, Soichi Nakamura
Rok vydání: 1999
Předmět:
Zdroj: Tetrahedron Letters. 40:5357-5360
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00976-4
Popis: The porcine liver esterase-catalyzed dealkoxycarbonylation of 8-benzyl-3-oxo-8-azabicyclo[3.2.1]octane-2,4-dicar☐ylates (4) was found to give high enantiomeric excess of the desymmetrized keto ester (5). This novel dealkoxyl-carbonylation opened a new route to the asymmetric synthesis of (1R)-cocaine related radiopharmaceuticals such as (1R)-β-CIT, for diagnosis of Parkinson's disease.
Databáze: OpenAIRE