Volume 21, Issue 8
Natural Products
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ChemInform Abstract: Oxidation of Enamines Derived from Sugars.

R. BABIANO

R. BABIANO

Dep. Quim. Org., Univ. Extremadura, 06071 Badajoz, Spain

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C. DURAN

C. DURAN

Dep. Quim. Org., Univ. Extremadura, 06071 Badajoz, Spain

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J. PLUMET

J. PLUMET

Dep. Quim. Org., Univ. Extremadura, 06071 Badajoz, Spain

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E. ROMAN

E. ROMAN

Dep. Quim. Org., Univ. Extremadura, 06071 Badajoz, Spain

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E. SANCHEZ

E. SANCHEZ

Dep. Quim. Org., Univ. Extremadura, 06071 Badajoz, Spain

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J. A. SERRANO

J. A. SERRANO

Dep. Quim. Org., Univ. Extremadura, 06071 Badajoz, Spain

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J. FUENTES

J. FUENTES

Dep. Quim. Org., Univ. Extremadura, 06071 Badajoz, Spain

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First published: February 20, 1990

Abstract

The oxidation of 7 sugar enamines such as (I) with KMnO4/NaIO4 is described.

ChemInform Abstract

The oxidation of 7 sugar enamines such as (I) with KMnO4/NaIO4 is described. While 2'-monosubstituted enamines (R2 = H) such as (Ia) yield the N-formyl amino sugar (II), the 2',2'-disubstituted enamines (R2 ≠ H) such as (Ib) afford the α-hydroxy amide (III) as main product. E/Z-Isomerism is observed for the NH-CHO moiety of the formyl amino sugars (II).

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