. ALPHA.,. BETA.-Epoxy sulfoxides as useful intermediates in organic synthesis. X. An improved synthesis of. ALPHA.-. BETA.-unsaturated carbonyl compounds from …

T Satoh, M Itoh, T Ohara, K Yamakawa

Index: Satoh, Tsuyoshi; Itoh, Masayuki; Ohara, Teruhiko; Yamakawa, Koji Bulletin of the Chemical Society of Japan, 1987 , vol. 60, p. 1839 - 1846

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Citation Number: 24

Abstract

Treatment of the α, β-epoxy sulfoxides derived from ketones and chloromethyl phenyl sulfoxide or 1-chloroalkyl phenyl sulfoxides with lithium perchlorate in the presence of tributylphosphine oxide in toluene at 110° C for about 1–3 h gave α, β-unsaturated aldehydes or α, β-unsaturated ketones in high yields. In contrast to these results, the α, β- epoxy sulfoxides derived from aldehydes did not give the desired α, β-unsaturated ...