4.6 Article

The efficient direct synthesis of N,O-Acetal compounds as key intermediates of discorhabdin A:: Oxidative fragmentation reaction of α-amino acids or β-amino alcohols by using hypervalent iodine(III) reagents

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 12, Issue 18, Pages 4893-4899

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200501635

Keywords

discorhabdin A; hypervalent iodine reagents; N,O-acetal; natural products; synthetic methods

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Hypervalent iodine(m) reagents are readily available, easy to handle, and have a low toxicity and similar reactivities to those of heavy metal reagents, and hence they are used for various oxidative reactions. The oxidative cleavage of alkynes or carbonyl compounds by using bis(trifluoroacetoxy)iodo(III) pentafluoro-benzene (C6F5I(OCOCF3)(2)) has been reported.([1]) Herein, the efficient direct synthesis of NO-acetal compounds as key intermediates of discorhabdin A, by the oxidative fragmentation reaction of alpha-amino acids or beta-amino alcohols by using C6F5I(OCOCF3)(2), is described.

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