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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 20
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Original Articles

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

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Pages 3493-3499 | Received 23 Feb 2007, Published online: 05 Oct 2007
 

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.

Acknowledgment

The authors are grateful to Arthur Grieb for chiral HPLC analysis.

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