Title cleavage of epoxy ketones proceeded stereo- and regiospecifically to give 2-chloro-3-hydroxy ketones. Aryl epoxides afforded the isomeric 2-hydroxy-3-chloro ketones. Thus, treatment of epoxide I with Me3SiCl-Me2SO in MeCN at room temp. afforded 96% chlorohydrin HOCMe2CHClCOMe.
Facile conversion of α,β-epoxy ketones to 2-chloro-3-hydroxy ketones by trimethylchlorosilane-dimethyl sulfoxide / Ghelfi, Franco; G., Romano; Pagnoni, Ugo Maria. - In: JOURNAL OF CHEMICAL RESEARCH. SYNOPSES. - ISSN 0308-2342. - STAMPA. - /:(1988), pp. 200-201.
Facile conversion of α,β-epoxy ketones to 2-chloro-3-hydroxy ketones by trimethylchlorosilane-dimethyl sulfoxide
GHELFI, Franco;PAGNONI, Ugo Maria
1988
Abstract
Title cleavage of epoxy ketones proceeded stereo- and regiospecifically to give 2-chloro-3-hydroxy ketones. Aryl epoxides afforded the isomeric 2-hydroxy-3-chloro ketones. Thus, treatment of epoxide I with Me3SiCl-Me2SO in MeCN at room temp. afforded 96% chlorohydrin HOCMe2CHClCOMe.
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