ChemInform Abstract: Chemoselective O-Methylation of Phenols under Nonaqueous Condition.

✍ Scribed by A. BASAK; M. K. NAYAK; A. K. CHAKRABORTI

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 30 KB
• Volume: 29
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199837096

✦ Synopsis

Chemoselective O-Methylation of Phenols under Nonaqueous Condition. -A highly selective O-alkylation of various phenols (I) (24 examples) is achieved using 0.5 equivalents of dialkylsulfate [cf. (II)] in dry THF in the presence of LiOH as base. Use of other alkali or alkaline earth metal hydroxides or carbonates gives only poor yields. Furthermore, tyrosines such as (IV) are cleanly methylated by this method without affecting other functional groups or the optical purity. -(BASAK, A.; NAYAK, M. K.; CHAKRABORTI, A.