“α-Methylene-γ-phostones”1 (5,5-di- and 5-monoalkyl-2-methoxy-3-methylene-1,2-oxaphospholan-2-ones). A phosphorus analog of the one-step reformatsky synthesis of α-methylene-γ-butyrolactones from ketones and aldehydes

✍ Scribed by Jean-Noël Collard; Claude Benezra

• Publisher: Elsevier Science
• Year: 1982
• Tongue: French
• Weight: 266 KB
• Volume: 23
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)88668-2

✦ Synopsis

We thought we could use the same approach, by replacing the bromo-methacrylate derivative with a phosphonate such as 3, containing an allylic bromide. The synthesis of this compound was readily accomplished by the NBS bromination6 of ethylenlc phosphonate4

. The latter could be obtained by SOC12/pyridine dehydration7 of hydroxyphosphonate 5