Anionic Organosulfur Compounds in Synthesis: New Applications of the Ramberg-Bäcklund Reaction

作者: Eric Block , David Putman , Adrian Schwan

DOI: 10.1007/978-1-4684-5874-9_22

关键词: Organic synthesisSulfonylRamberg–Bäcklund reactionNucleophileOrganic chemistryAlkylationOrganosulfur compoundsCarbanionProtonationChemistry

摘要: Organosulfur carbanions derived from saturated and unsaturated sulfides, sulfoxides sulfones, dithioacetals (e.g. 1,3-dithiane) trithioformates ((RS)3CH), sulfinate sulfonate esters, as well other sulfur-containing systems may undergo the entire gamut of reactions characteristic organometallic compounds.1 A partial list such would include protonation/deuteration, carbonation, inter- intramolecular alkylation, hydroxyalkylation with epoxides (nucleophilic ring opening) aldehydes ketones (carbonyl addition), acylation carboxylic acid derivatives, addition to carbon-carbon carbon-nitrogen multiple bonds (including conjugate elimination fragmentation, oxidative coupling, rearrangement. In their ease preparation versatile chemistry, organosulfur have been widely artfully used in organic synthesis because diverse possibilities for further functionalization primary products removal sulfur through elimination, reduction, or hydrolysis.1

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