𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Oxazolidinone to succinamide: a novel rearrangement reaction

✍ Scribed by Menyan Cheng; Biswanath De; Christopher T. Wahl; Neil G. Almstead; Michael G. Natchus; Stanislaw Pikul


Book ID
104261951
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
155 KB
Volume
40
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


During the course of an investigative work with a monosubstituted succinic acid half-ester tethered to a chiral oxazolidinone, an unexpected disubstituted succinimide was obtained with a high degree of stereoselectivity as the major product. Subsequent investigative work confirmed the structure and further defined the scope of this rearrangement reaction.


πŸ“œ SIMILAR VOLUMES


Solid phase synthesis of oxazolidinones
✍ Hans-Peter Buchstaller πŸ“‚ Article πŸ“… 1998 πŸ› Elsevier Science 🌐 French βš– 281 KB

The solid phase synthesis of oxazolidinones via a novel cylisation/cleavage reaction is described. Resin bound carbamates 2, which were obtained by reaction of Wang-resin with commereiaily available isoeyanates 1, were alkylated with glycidyltosylate to the corresponding epoxides 3. Nueleophilic ope

A novel rearrangement reaction of Ξ²-diaz
✍ Marvis O. Erhunmwunse; Patrick G. Steel πŸ“‚ Article πŸ“… 2009 πŸ› Elsevier Science 🌐 French βš– 530 KB

Treatment of pyruvate ketal-derived diazoacetoacetates or vinyldiazoketones with rhodium(II) complexes at elevated temperatures results in an unusual skeletal rearrangement to afford eight-membered ring lactones.