1-Alkoxycarbonylalkylidenetriphenylarsoranes: Preparation and reactions

✍ Scribed by Josep Castells; Francisco López-Calahorra; Zhanru Yu

• Book ID: 104203460
• Publisher: Elsevier Science
• Year: 1994
• Tongue: French
• Weight: 689 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(01)85688-x

✦ Synopsis

Abaia& The higher homologues of the well-studied alkoxycahonyhethylenetriphenylarSonid ylide (3, R=H) can be easily obtained through the squence: a), preparation of alkql2-trinoxyalkanoates (1); b), reaction between these. tfitloxyderivatives and tripheny@hphine to give l-alkoxycarbonylall#ripheqlamouimn tritlates (2); and c), basic treatment of the tri@nylafsouium tritlates (2) with alumina-sqported potassium fluoride to give lalkoxycarbo@alkyle&netriphenylarsonium ylides (3). These higher homologues of (3, R=H) react with aromatic aldehydes in gcd to excellent yields, ami give rise. to synthetically interesting "coupling" and cyclopmpamdon reacliOnS.

' In the present paper, alkoxy stands for either methoxy or ethoxy