Issue 1, 1988

Highly stereocontrolled synthesis of the key intermediate of 1β-methylcarbapenem antibiotic via intramolecular nitrone 1,3-dipolar cycloaddition

Abstract

The key synthetic intermediate of 1β-methylcarbapenem antibiotic, (–)-(3S, 4R)-3-[(1R)-1-t- butyl-dimethylsiloxyethyl]-4-[(2R)-2-(1-hydroxypropyl)]azetidin-2-one (2), was synthesised from (R)-methyl 3-hydroxy-2-methylpropionate with high stereoselectivity via intramolecular nitrone 1,3-dipolar cycloaddition.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1988, 9-10

Highly stereocontrolled synthesis of the key intermediate of 1β-methylcarbapenem antibiotic via intramolecular nitrone 1,3-dipolar cycloaddition

M. Ihara, M. Takahashi, K. Fukumoto and T. Kametani, J. Chem. Soc., Chem. Commun., 1988, 9 DOI: 10.1039/C39880000009

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