| 摘要 |
The present invention provides 1-benzyl (or substituted benzyl)-3.beta.-¢4(S)-aryl-oxazolidin-2-one-3-yl!-4.beta.-(2-arylvinyl)azetidin-2-ones represented by the formula (1): <IMG> 1 wherein Ar is phenyl, C1-C4 alkylphenyl, halophenyl, C1C4 alkoxyphenyl, naphthyl, thienyl, furyl, benzothienyl, or benzofuryl; R is phenyl, C1-C4 alkylphenyl, C1-C4 alkoxyphenyl, or halophenyl; Y is -CH=CH-, or -CH2-CH2-; and R' is phenyl,C1-C4 alkoxyphenyl halophenyl, furyl or naphthyl. These compounds of Formula (1) are provided via cycloaddition of a 4(S)-aryloxazolidin-2-one-3-ylacetyl halide and an imine formed with a benzylamine and a 3-arylacrolein, eg. cinnamaldehyde. The above azetidinones are useful chiral intermediates in an asymmetric synthesis of 1-carbat(-dethia)-3-cephem-4-carboxylic acids and esters (which have utility as antibiotics), and are also useful as intermediates in the synthesis of monocyclic .beta.-lactam antibiotics.
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