A novel synthesis of half-protected 1,3-dicarbonyl compounds

✍ Scribed by Kouhei Hatanaka; Shigeo Tanimoto; Toyonari Sugimoto; Masaya Okano

• Book ID: 104234205
• Publisher: Elsevier Science
• Year: 1981
• Tongue: French
• Weight: 122 KB
• Volume: 22
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)81873-6

✦ Synopsis

It has been found that the reaction of enol silyl ethers with 2-ethoxy-1,3-dithiolane proceeds smoothly in the presence of zinc chloride catalyst to afford half-protected 1,3-dicarbonyl compounds in moderately good yields. In 1959, it was shown that several ,Q-chlorovinyl ketones are able to react with 1,2ethanedithiol in the presence of potassium carbonate to give (1,3-dithiolan-2-yl)methyl ketones.' Recently, Taylor and his co-worker2 described a process for the introduction of a base-stable protected formyl substituent to carbonyl compounds. This procedure involves the reaction of 2-chloro-1,3-dithiane with the morpholino enamines of the carbonyl compounds,