Global ETD Search
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Showing 1 to 5 of 5 for “"thiiranium ion"”.
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Formation and capture of thiiranium ion intermediates using Lewis acids
Submission published under a 24 month embargo labeled 'U of I only', the embargo will last until 2017-08-01
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Enantioselective, Lewis base-catalyzed transformations: I. Polyene sulfenocyclization (preparative and mechanistic aspects) II. Sulfenofunctionalization of alkenyl boronates enabled by 1,2-boronate migration
… of a catalytic, enantioselective sulfenocyclization of polyenes (Chapter 2). Sulfenyl group transfer from a highly reactive, cationic, Lewis acid-base adduct to an unactivated alkene generates a cyclic thiiranium ion, which serves as the initiating event for a highly stereoselective polyene …
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Lewis base catalyzed enantioselective oxysulfenylation of alkenes
The Lewis base activation of Lewis acids has been harnessed in the development of an enantioselective oxysulfenylation reaction for unactivated alkenes. The weak Lewis acid N-(phenylthio)-phthalimide can be activated in the presence of a moderate Brønsted acid and chiral Lewis base donors. The …
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Stereoselective synthesis of 1,2-disubstitued βeta-amino alcohols and amino thiols
This thesis covers the development and implementation of two distinct methodologies, both of which provide access to enantiomerically enriched, vicinally functionalized products. Chapter 1 provides background and a brief introduction of the activation of Group 16 Lewis acids by Lewis bases. Chapter …
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Lewis base catalyzed enantioselective sulfenoamination of alkenes
The concept of Lewis base activation of Lewis acid has been successfully applied to the enantioselective sulfenoamination of olefins. The unreactive, achiral Lewis acidic sulfenylating agent, N-arylthiophthalimide, is activated by the coordination of a chiral Lewis base, binaphthyl-derived …