The Journal of Organic Chemistry

Synthesis and Conformation of 4, 4, 5, 5-Tetramethyl-1, 2-dithiane Mono-S-oxide

E Juaristi, JS Cruz-Sanchez

Index: Juaristi, Eusebio; Cruz-Sanchez, J. Samuel Journal of Organic Chemistry, 1988 , vol. 53, # 14 p. 3334 - 3338

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Citation Number: 35

Abstract

The synthesis of the title compound (6), an interesting subject for the study of anomeric and other conformational effects, was attained from ethyl isobutyrate in eight steps, with an overall yield of 11%. The synthetic route described herein involved the crucial displacement of both neopentylic tosylate groups in 2, 2, 3, 3-tetramethyl-1, 4-butanediol ditosylate; while several standard procedures led to the formation of unexpected products, purified ...

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