A novel reaction of cyclic ketene acetals with phenyl isocyanate through zwitterion

✍ Scribed by Hiroyuki Fukuda; Takeshi Endo

• Publisher: Elsevier Science
• Year: 1988
• Tongue: French
• Weight: 126 KB
• Volume: 29
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)86050-5

✦ Synopsis

A novel reaction of cyclic ketene acetals with phenyl isocyanate through zwitterion was found to yield the corresponding Spiro compounds in good yields. It is known that &carbon atom of carbon-carbon double bond of ketene acetals has a strong anionoide character because of the electron donating property of the conjugated two oxygen atoms. Most of ketene acetals are subjected to reaction with protic substrates, 1,2 and easily undergo cationic polymerization. 3,4 It is anticipated that this unique character of the S-carbon atom is applicable to develop a new polymerization process. We have reported previously the copolymerization of cyclic ketene acetals with carbon disulfide through a macrozwitterion.