Dual behavior of alcohols in iodine-catalyzed esterification under solvent-free reaction conditions

✍ Scribed by Marjan Jereb; Dejan Vražič; Marko Zupan

• Book ID: 104096384
• Publisher: Elsevier Science
• Year: 2009
• Tongue: French
• Weight: 1019 KB
• Volume: 50
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2009.02.224

✦ Synopsis

The dual behavior phenomenon of alcohols in iodine-catalyzed esterification under solvent-free reaction conditions (SFRCs) is described; the governing factor is the stability of the carbonium ion generated from the alcohol; high concentration reaction conditions (HCRCs) or dilute solutions are much less suitable. In the case of benzylic alcohols, loss of optical activity was noted, whereas alkyl alcohols furnished a product with retention of stereochemistry.