Process for the stereocontrolled silyloxyethylation of azetidinones
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United States of America Patent
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Mar 28, 1989
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app pub date -
Feb 26, 1988
filing date -
Jun 24, 1986
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Abstract
A stereospecific process for preparing 3-trans-R-trisubstituted silyloxyethyl substituted azetidinones useful as intermediates for preparing penems and carbapenems is provided wherein a 3-unsubstituted azetidinone is treated with a strong base and a trisubstituted silylmethyl ketone to form 3-trans-S-[1-trisubstituted silyl-1-hydroxy]ethylazetidinone followed by rearrangement of this resulting carbinol by treatment with an alkali metal alkoxide and a proton source.
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