Journal of Organic Chemistry p. 1638 - 1639 (1980)
Update date:2022-08-11
Topics:
Olah, George A.
Gupta, B. G. Balaram
Malhotra, Ripudaman
Narang, Subhash C.
Alkyl bromides were obtained in high yield in the reaction of the corresponding alcohols with chlorotrimethylsilane/lithium bromide.The reaction was equally applicable to primary, secondary, and tertiary alcohols as well as to allylic and benzylic alcohols.High regioselectivity was observed in related conversions in which hexamethyldisilane/pyridinium bromide perbromide was used.Tertiary alcohols, for example, were converted selectively into the corresponding tertiary bromides in the presence of primary and secondary hydroxylic functions.The reactions were also highly steroselective.
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