A general synthesis for optically active penems is described. Penems undergo a novel thermal isomerisation reaction. Won-classical B-lactams, exemplified by thienamycin', olivanic acidl and the Woodward's novel synthetic "penem" have all been described as potent antimicrobial agents. Recently, Sever
Synthesis of optically active penems - ii
β Scribed by V.M. Girijavallabhan; A.K. Ganguly; P. Pinto; R. Versace
- Publisher
- Elsevier Science
- Year
- 1983
- Tongue
- French
- Weight
- 216 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
A chiral synthesis of P-thioxopenam, a highly useful synthon for penems, is described. S-ally1 penems undergo facile molecular rearrangements. Penems, first described by Woodwardl as a novel class of B-lactam antibiotics, have since been a center of attention' by virtue of their potency, broad-spectrum activity and stability to B-lactamases. We have reported earlier a chiral synthesis3 of penems, exemplified by sodium 5R, 6S, 8R-6 (1-hydroxyethyl)-2-ethylthio penem 3 carboxylate (Sch 294824), 101, 6306 (1979); b) M.
π SIMILAR VOLUMES
## Abstract The reduction of dimenthyl ketophosphonates with sodium borohydride involves asymmetric induction at the Ξ±βcarbon atom, resulting in a small excess of the (R)βenantiomer of the Ξ±βhydroxyphosphonate formed. A higher ee purity was achieved if the reduction of chiral dimenthyl ketophosphon