𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Conversion of Penicillin to Cephalosporin Lactones. Preliminary Communication

✍ Scribed by Kapa K. Prasad; Gérard Schmid; Theodor Petrzilka

Publisher
John Wiley and Sons
Year
1976
Tongue
German
Weight
171 KB
Volume
59
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis

Abstract

Penicillin G (1, R  CH~2~Ph) was converted to cephaloram‐ and 6‐epicephaloram lactones 11 and 12 respectively by the initial replacement of thiazolidine part of penicillin by the mercaptan 9 followed by intramolecular cyclization and subsequent introduction of double bond at C(3).

📜 SIMILAR VOLUMES

Efficient Conversion of Esters to α-Trim
Efficient Conversion of Esters to α-Trimethylsilylketones. Preliminary communication
✍ Martin Demuth 📂 Article 📅 1978 🏛 John Wiley and Sons 🌐 German ⚖ 146 KB

## Abstract Secondary and tertiary carboxylic methyl or ethyl esters (**2a‐c**) were converted with trimethylslylmethyllithium (**3a‐c**) in high yields. Under identical reaction conditions the primary esters **2d,e** gave **3d, e** in lower yields. Since the trimethylsilyl (TMS) group α to a keton

Synthesis of 7-Deamidocephalosporin Lact
Synthesis of 7-Deamidocephalosporin Lactone. Preliminary Communication
✍ Gérard Schmid; Kapa K. Prasad; Theodor Petrzilka 📂 Article 📅 1976 🏛 John Wiley and Sons 🌐 German ⚖ 290 KB

## Abstract Condensation of azetidinone **1** with mercaptan **3** gave compound **5**. Bromination of **5** afforded two isomeric bromohydrins **11a** and **11b** which differ in the configuration at C(4). Acetylation and reduction with zinc and acetic acid of the above bromohydrins gave 7‐deamido