𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Efficient Conversion of Esters to α-Trimethylsilylketones. Preliminary communication

✍ Scribed by Martin Demuth


Publisher
John Wiley and Sons
Year
1978
Tongue
German
Weight
146 KB
Volume
61
Category
Article
ISSN
0018-019X

No coin nor oath required. For personal study only.

✦ Synopsis


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 ketone is known to undergo facile elimination under a variety of reaction conditions, the method also constitutes a highly versatile ester to methylketone sequence.


📜 SIMILAR VOLUMES


Asymmetric α-Acetoxylation of Carboxylic
✍ Wolfgang Oppolzer; Philip Dudfield 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 German ⚖ 207 KB

## Abstract Using the readily accessible chiral auxiliaries **1**–**3** the sulfonamide‐shielded __O__‐silylated esters **5** underwent π‐face‐selective α‐acetoxylation on successive treatment with Pb(OAc)~4~ and NEt~3~ HF to give after recrystallization α‐acetoxy ester **6** in 55–67% yields and i

Conversion of Penicillin to Cephalospori
✍ Kapa K. Prasad; Gérard Schmid; Theodor Petrzilka 📂 Article 📅 1976 🏛 John Wiley and Sons 🌐 German ⚖ 171 KB 👁 1 views

## 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 bo