Thiosilanes, a promising class of reagents for selective carbonyl protection

DA Evans, LK Truesdale, KG Grimm…

Index: Evans,D.A. et al. Journal of the American Chemical Society, 1977 , vol. 99, p. 5009 - 5017

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Citation Number: 174

Abstract

Abstract: The thermal and catalyzed carbonyl addition reactions of alkyl-and arylthiosilanes, RSSiMe3, have been studied. Contrary to earlier literature reports, it has been found that thiosilanes react with aldehydes and ketones to form either thioketals or 0- silylhemithioketals when various acid catalysts are employed. With a, P-unsaturated ketones and aldehydes anion-initiated reactions result in exclusive 1, 4-addition. The synthetic ...

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