Cu(I)-assisted carboncarbon bond forming reactions of γ,γ-dialkoxyallylic zirconium species: a new versatile homoenolate equivalent of propionate

✍ Scribed by Azusa Sato; Hisanaka Ito; Yusuke Yamaguchi; Takeo Taguchi

• Book ID: 104211367
• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 65 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)01822-0

✦ Synopsis

In the presence of CuCN, reaction of g,g-dialkoxyallylic zirconium species 1 with acyl chloride or allylic phosphates proceeded at the a-position of 1 to give alkanoates 3 after aqueous work-up. The ketene dialkylacetal moiety in the coupling products 2 can be used for further bond forming reaction with electrophiles such as nitrosobenzene, nitrostyrene or trichloroacetylisocyanate.