A Convenient Synthesis of γ,δ-UnsaturatedN-Formylenamines by Wittig Alkenylation of γ,δ-Unsaturated Diformamides

✍ Scribed by van Vliet, Michiel C. A. ;Meuzelaar, Gerrit J. ;Bras, Jér??me ;Maat, Leendert ;Sheldon, Roger A.

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 751 KB
• Volume: 1997
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199719970927

✦ Synopsis

Abstract

γ,δ‐Unsaturated N‐formylenamines (5–7) were prepared in two steps from readily available γ,δ‐unsaturated alcohols. The alcohols were converted into the γ,δ‐unsaturated diformamides (N,N‐diformylamines, 1–4) by tosylation, followed by reaction with sodium diformamide. The γ,δ‐unsaturated diformamides were applied in a Wittig reaction under mild conditions to give the title compounds with a conjugated enamide group in moderate to high yields.