Organosulfur chemistry. II. Highly stereoselective reactions of 1,3-dithianes. Contrathermodynamic formation of unstable diastereoisomers

Treatment of the lithium derivative of cis-4,6-dimethyl-1,3dithiane (1) with DCl gives nearly exclusively (over 99%) the equatorial 2-deuterio compound (1a), treatment with methyl iodide gives exclusively the equatorial methyl compound (r-2,cis-6,cis-4trimethyl-1,3-dithiane, 2), and treatment with c...

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Veröffentlicht in:	J. Amer. Chem. Soc., v. 96, no. 6, pp. 1807-1816 v. 96, no. 6, pp. 1807-1816, 1974-03, Vol.96 (6), p.1807-1816
Hauptverfasser:	Eliel, Ernest L, Hartmann, Armando A, Abatjoglou, Anthony G
Format:	Artikel
Sprache:	eng
Schlagworte:	CHEMICAL REACTION KINETICS DEUTERIUM COMPOUNDS DEUTERIUM- ISOTOPE EFFECTS HETEROCYCLIC COMPOUNDS N40220 -Chemistry-Inorganic, Organic, & Physical Chemistry-Isotopic Effects ORGANIC SULFUR COMPOUNDS ORGANOMETALLIC COMPOUNDS THERMODYNAMICS
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