DMSO-Aided o-Iodoxybenzoic Acid (IBX) Oxidation of Fmoc-Protected Amino Alcohols

Author: Chen Jack   Aduda Vince  

Publisher: Taylor & Francis Ltd

ISSN: 0039-7911

Source: Synthetic Communications, Vol.37, Iss.20, 2007-01, pp. : 3493-3499

Disclaimer: Any content in publications that violate the sovereignty, the constitution or regulations of the PRC is not accepted or approved by CNPIEC.

Previous Menu Next

Abstract

A fast and highly convenient procedure for the formation of Fmoc-protected amino aldehydes from the corresponding alcohols using 1.1 equiv. of IBX in the presence of dimethylsulfoxide (DMSO) is discussed. This procedure leads to the clean synthesis of Fmoc-amino aldehydes in excellent yields with less than 1% epimerization and with no chromatography required for purification.

Related content