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• W2153474077 startingPage "567" @default.
• W2153474077 abstract "Abstract The enantioselective ring opening of meso ‐epoxides (from both cyclic and acyclic olefins) with silicon tetrachloride under catalysis by chiral phosphoramides affords enantiomerically enriched chlorohydrins in excellent yields. Experiments designed to elucidate the mechanistic foundation and origins of enantioselectivity are described. From studies on the loading and stoichiometry of the reagent (SiCl 4 ) and the catalyst [( R )‐ 1 ] it was established that only one chloride per SiCl 4 is delivered and that the nature of reactive species does not change over the course of the reaction. Kinetic studies together with asymmetric amplification experiments have suggested that more than one catalyst molecule may be bound to SiCl 4 in the stereochemistry‐determining transition structure." @default.
• W2153474077 created "2016-06-24" @default.
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• W2153474077 creator A5051345830 @default.
• W2153474077 creator A5060673018 @default.
• W2153474077 creator A5082774803 @default.
• W2153474077 date "2007-03-05" @default.
• W2153474077 modified "2023-10-09" @default.
• W2153474077 title "Enantioselective Ring Opening of Epoxides with Silicon Tetrachloride in the Presence of a Chiral Lewis Base: Mechanism Studies" @default.
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• W2153474077 doi "https://doi.org/10.1002/adsc.200600551" @default.
• W2153474077 hasPublicationYear "2007" @default.
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