1. Synthesis and reactivity of achiral and of a novel planar chiral thioferrocenoylsilanes
- Author
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Mauro Comes-Franchini, Massimiliano Tomasulo, Greta Varchi, Germana Mazzanti, Bianca F. Bonini, Alfredo Ricci, and Mariafrancesca Fochi
- Subjects
Reducing agent ,Organic Chemistry ,Diastereomer ,chemistry.chemical_element ,Planar chirality ,Biochemistry ,Combinatorial chemistry ,Inorganic Chemistry ,chemistry.chemical_compound ,chemistry ,Ferrocene ,Reagent ,Materials Chemistry ,Organic chemistry ,Lithium ,Reactivity (chemistry) ,Physical and Theoretical Chemistry ,Diels–Alder reaction - Abstract
The reactions of thioferrocenoylsilanes with organolithium reagents, dienes and reducing agents which afford α-silyl sulphides, dihydrothiopyranes and α-silyl ferrocenyl thiols, respectively, have been investigated. α-Silyl sulphides were further functionalised through carbodesilylation with aldehydes. We also report the synthesis of a new planar chiral thioferrocenoylsilane that gave good diastereomeric excess in the reaction with t-butyllithium, lithium lutidine and 2,3-dimethylbuta-1,3-diene. The 1,1′-bis-thioferrocenoylsilane, too unstable to be isolated, was trapped in situ with dienes. more...
- Published
- 2001
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