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

作者：Jereb Marjan^*; Vrazic Dejan; Zupan Marko

来源：Tetrahedron Letters, 2009, 50(20): 2347-2352.

DOI：10.1016/j.tetlet.2009.02.224

• Iodine
• Catalyst
• Esterification
• Solvent-free

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.

• 出版日期2009-5-20