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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

✍ Scribed by Manabu Node; Soichi Nakamura; Daisaku Nakamura; Takahiro Katoh; Kiyoharu Nishide

Book ID
104261759
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
243 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

The porcine liver estefase-c.~yzed dealkoxycarbonylalion of 8-benzyl-3oxo-8-azabicyclo[3.2.1]octane-2,4-dicerboxylates (4) was found to give high en~atiomeric excess of the desymmelfized keto ester (5). This novel dealkoxyl-carbonylalic~ opened a new route to the asymmetric synthesis of (1R)-cocalne related radiopharmaceuticals such as (1R)-[~WL for diasnosis of Paddnsun's disease.

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ChemInform Abstract: Novel Asymmetric De
ChemInform Abstract: Novel Asymmetric Dealkoxycarbonylation of 3-Oxo-8-azabicyclo[3.2.1]octane-2,4-dicarboxylates Using Porcine Liver Esterase: A New Route to (-)-Anhydroecgonine Methyl Ester.
✍ Manabu Node; Soichi Nakamura; Daisaku Nakamura; Takahiro Katoh; Kiyoharu Nishide 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 33 KB 👁 1 views

Novel Asymmetric Dealkoxycarbonylation of 3-Oxo-8azabicyclo[3.2.1]octane-2,4-dicarboxylates Using Porcine Liver Esterase: A New Route to (-)-Anhydroecgonine Methyl Ester. -PLE-Catalyzed dealkoxycarbonylation of the bicyclic diesters of type (I) can give the corresponding desymmetrized keto esters in