Application of Homochiral Lithium Amide Base Chemistry to a Thiane Oxide System

Treatment of trans-4-tert-butyl(diphenyl)siloxythiane oxide (6) with a homochiral lithium amide base, followed by electrophilic quench of the so-formed sulphoxide carbanion gives optically active products [e.g., (1R,2S,4R)-4-tert-butyl(diphenyl)-siloxy-2-trimethylsilylthiane 1-oxide (8)] in up to 69...

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Veröffentlicht in:	Synlett 1992-03, Vol.1992 (3), p.194-196
Hauptverfasser:	Cox, Paul J., Persad, Andrew, Simpkins, Nigel S.
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Chemistry, Organic Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives letter Organic chemistry Physical Sciences Preparations and properties Science & Technology
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	Treatment of trans-4-tert-butyl(diphenyl)siloxythiane oxide (6) with a homochiral lithium amide base, followed by electrophilic quench of the so-formed sulphoxide carbanion gives optically active products [e.g., (1R,2S,4R)-4-tert-butyl(diphenyl)-siloxy-2-trimethylsilylthiane 1-oxide (8)] in up to 69% ee.
ISSN:	0936-5214 1437-2096
DOI:	10.1055/s-1992-21310