𝔖 Bobbio Scriptorium
✦   LIBER   ✦

β-Lactam synthesis: Cyclization versus 1,2-acyl migration-cyclization. The mechanism of the 1,2-acyl migration-cyclization

✍ Scribed by Jollie D Godfrey Jr.; Richard H Mueller; Derek J Von Langen


Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
218 KB
Volume
27
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


The cyclization of hydroxamate 1 unexpectedly afforded two isomeric @lactams 2 and 1. The mechanism for the formation of 2 has been shown by carbon-13 labeling to involve a novel 1,2-acyl migration-cyclization process.


📜 SIMILAR VOLUMES


Tandem Double-Michael-Addition/Cyclizati
✍ Jing Tan; Xianxiu Xu; Lingjuan Zhang; Yifei Li; Qun Liu 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 English ⚖ 611 KB

## Abstract **Up to four adjacent stereocenters** can be formed stereoselectively in the construction of a pyrrolizidine unit through a novel organocatalytic reaction that involves treatment of various dienones with ethyl isocyanoacetate (see scheme; DBU=1,8‐diazabicyclo[5.4.0]undec‐7‐ene). Mechani