Highly selective benzylations of β-naphthoxide anion in heterogeneous media

✍ Scribed by G. Bram; A. Loupy; J. Sansoulet; F. Vaziri-Zand

• Book ID: 104242303
• Publisher: Elsevier Science
• Year: 1984
• Tongue: French
• Weight: 182 KB
• Volume: 25
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)91111-6

✦ Synopsis

Each of the four products resulting from the benzylation of the ambident B-naphthoxide anion can be efficiently and selectively obtained in mild an economical conditions by a judicious choice of the solid base : LiOH, LiOtBu Or KOH-Aliquat. anionly2 Preparative selective alkylation (0-versus C-, mono-versus di-) of an ambident such as the B-naphthoxide ion is still an unsolved challenge. By alkylation with PhCH2Br, four products can be formed, and usually al1 are formed competitively. co 0 () OH tir