Volume 24, Issue 32
Natural Products
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ChemInform Abstract: A Simple Procedure for the Synthesis of Carbohydrate Ortholactones.

C. ZAGAR

C. ZAGAR

Inst. Org. Chem., TH Aachen, W-5100 Aachen, Germany

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H.-D. SCHARF

H.-D. SCHARF

Inst. Org. Chem., TH Aachen, W-5100 Aachen, Germany

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First published: August 10, 1993

Abstract

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ChemInform Abstract

Meerwein′s simple method for the conversion of lactones into ortholactones by sequential reaction with Et3O+BF- 4 and EtONa is successfully applied for the first time to protected 2-deoxy-aldono-1, 5-lactones (cf. (I), 2 examples). Acid-catalyzed transorthoesterification of the ortholactones obtained with simple diols affords spiro ortholactones in good yields.

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