Tetrahedron Letters

One pot synthesis of α-bromo and α-iodo ketones from epoxides

JN Denis, A Krief

Index: Denis, J. N.; Krief, A. Tetrahedron Letters, 1981 , vol. 22, # 15 p. 1429 - 1430

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Citation Number: 19

Abstract

A 83/17 mixture of 1-iodo-2-butanol a and 2-iodo-1-butanol b have been prepared 5 from 1,2-oxydobutene (81% yield). After purification a and b have been subjected to Jones oxidation. The β-iodo ketone was obtained in 88%. yield from a . We were however unable to isolate the β-iodoacid from the other regioisomer. ... 13% of the α-bromoacid was isolated as his ester: nC 6 H 13 CHBrCOOCH 3 . ... Norcross RD , Von Matt P. , Kolb HC , Belluš D.