The synthesis and in vitro activity of several new carbapenems, 2-(3-cis-substituted cyclopentylthio)-and 2-(4-cis-substituted cyclohexylthio)-(6 S)-[(1'R)-hydroxyethyl]-(5 R)- carbapen-2-em-3-carboxylic acids 7 and 8, are described. The synthesis involves the stereospecific preparation of cis-substituted cyclopentyl-and cyclohexylthiols 2 and 3 by the hetero Diels-Alder reaction followed by some chemical manipulations.
![3,3-bis-(1,2,4-triazol-1-yl)-2-thiabicyclo[2.2.2.]oct-5-ene Structure](https://image.chemsrc.com/caspic/224/74346-66-0.png)
![3,3-bis(1,2,4-triazol-1-yl)-2-thiabicyclo[2.2.2]octane Structure](https://image.chemsrc.com/caspic/257/105737-63-1.png)
![2-thiabicyclo[2.2.2]octane-3-one Structure](https://image.chemsrc.com/caspic/128/105676-16-2.png)