Tetrahedron Letters

Molecular sieves 5A as an acidic reagent: the discovery and applications

N Asakura, T Hirokane, H Hoshida, H Yamada

Index: Asakura, Noriaki; Hirokane, Tsukasa; Hoshida, Hayato; Yamada, Hidetoshi Tetrahedron Letters, 2011 , vol. 52, # 4 p. 534 - 537

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Citation Number: 11

Abstract

The first use of molecular sieves (MS) 5A as an acidic reagent is described. We observed the acidic property during a dehydration reaction of 2-methyl-4-phenyl-3-butyn-2-ol. The acidity was sufficient to introduce ethoxyethyl and methoxyisopropyl protecting groups into alcohols. Additionally, the employment of MS 5A improved the synthesis of 1, 2, 4- orthoacetyl-α-d-glucopyranose at the intramolecular transorthoesterification step. In the ...