ChemInform Abstract: An Unprecedented Cleavage of the β-Lactam Ring: A Novel Synthesis of Acyclic N,O- and N,S-Acetals.

✍ Scribed by Y. KITA; N. SHIBATA; N. KAWANO; N. YOSHIDA; K. MATSUMOTO; Y. TAKEBE

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 36 KB
• Volume: 28
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199711035

✦ Synopsis

1997 cleavage reactions, decomposition reactions, pyrolysis cleavage reactions, decomposition reactions, pyrolysis O 0100 11 -035 An Unprecedented Cleavage of the β-Lactam Ring: A Novel Synthesis of Acyclic N,O-and N,S-Acetals. -The β-lactam ring-cleavage leading to the title compounds proceeds by nucleophilic attack of the nitrile group of the solvent ( II) on a cation intermediate. When there is a second nucleophile, such as Tms-N3, in the reaction mixture, this nucleophile attacks the intermediate to form the α-azido sulfides (X). -(KITA, Y.;