Tetrahedron letters

Aldol reaction of iododifluoroacetate-Zn and 2, 2-difluoroketene silyl acetal

O Kitagawa, T Taguchi, Y Kobayashi

Index: Kitagawa, Osamu; Taguchi, Takeo; Kobayashi, Yoshiro Tetrahedron Letters, 1988 , vol. 29, # 15 p. 1803 - 1806

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Citation Number: 115

Abstract

Generation of the Reformatsky reagent of difluoracetate from the iodide ( ) and the difluoroketene silyl acetal ( ), and their aldol reaction are described. High anti-selectivity with chiral aldehyde ( , ) was found in the case of the ketene silyl acetal ( ). 2,2-Difluoro-2-deoxy analogs of D-ribo- and L-galactopyranosides ( , ) were effectively prepared. ... J. Fried, EA Hallinan, M. Swedo Jr. ... (4 mmol) in the same solvent (3 ml) dropwise during 5 min at 0°C. 19 F-nmr ...