Formaldehyde trapping of zirconium enolates: a convenient route to prostaglandin derivatives

✍ Scribed by M.J. Loots; J. Schwartz

• Publisher: Elsevier Science
• Year: 1978
• Tongue: French
• Weight: 120 KB
• Volume: 19
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)95230-x

✦ Synopsis

We recently reported' the Ni-catalyzed conjugate addition of zirconium alkenyls' to a,Bunsaturated carbonyl compounds. This route gives high yields of the desired product on hydrolysis of the resulting zirconium enolate. While studying possible applications of this reaction to prostaglandin synthesis, we demonstrated that it was possible to perform conjugate addition to 1, thereby obtaining a protected PGE, analog as product.

3 Still, a more versatile route which would allow variation of the a-side chain as well as the 8-was clearly needed.