We describe a convergent synthesis of the MRSA β-methyl carbapenem 1, wherein the molecule is assembled from the naphthosultam side chain 2 and the allylic carbonate of the β-Me carbapenem piece 6. The β-Me stereochemistry of 6 is set up in a novel titanium enolate addition into the TBDMS acetoxy azetidinone 5. The benzenesulfonate salt of 1 is endowed with exceptional stability.
|Original language||English (US)|
|Journal||Journal of the American Chemical Society|
|State||Published - Dec 15 1999|
All Science Journal Classification (ASJC) codes
- Colloid and Surface Chemistry