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Filtering by: Subject Organolithium compounds Language English [eng]

The heteroatom effect in intramolecular cyclizations of organoaluminum and -lithium compounds

Creator:

Smith, Michael James

Abstract:

Intramolecular cyclization of organometallic compounds represents a promising tool for synthesis in general. The use of strategically- placed heteroatoms in the cyclizing molecule can influence the stereochemistry and/or efficiency of an organometallic cyclization while providing for functionality in the cyclic product. The work described herein first concerns cyclizations of organolithiums....

Resource Type:

Dissertation

Full Text:

in the cyclizing organo- metallic compound, thereby influencing the stereochemistry, regio
Analysis of the mechanism of sulfoxide-lithium exchange and the reactive intermediate in stereospecific reagent-controlled homologation (StReCH)

Creator:

Hoyt, Amanda

Abstract:

The stereospecific reagent-controlled homologation (StReCH) of boronic esters with enantioenriched carbenoid species generated in situ by the addition of organolithium initiators to stereodefined α-chloroalkyl aryl sulfoxides was previously reported. The reaction of an organolithium with an α-chloroalkyl aryl sulfoxide ostensibly generates an α-chloroalkyllithium via sulfoxide-lithium exchange; however, the true nature...

Resource Type:

Masters Thesis

Full Text:

with enantioenriched carbenoid species generated in situ by the addition of organolithium initiators