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Full-Text Articles in Physical Sciences and Mathematics

1,2-Diazetidine As A New Amidomethylative Reagent To Control The Selectivity For The Synthesis Of N-Heterocycles And Ru(Ii)-Catalyzed Enantioselective Hydroarylation To Form Chromane Derivatives, Chaminda Lakmal Hetti Handi Dec 2021

1,2-Diazetidine As A New Amidomethylative Reagent To Control The Selectivity For The Synthesis Of N-Heterocycles And Ru(Ii)-Catalyzed Enantioselective Hydroarylation To Form Chromane Derivatives, Chaminda Lakmal Hetti Handi

Theses and Dissertations

1,2-Diazetidine is a four-membered ring heterocyclic compound which has two adjacent nitrogen atoms. However, the syntheses of C-unsubstituted 1,2-diazetidines are rarely reported in the literature. C-unsubstituted 1,2-diazetidines were synthesized through an operationally simple intermolecular vicinal disubstitution reaction between 1,2-dibromoethane and hydrazine with N-arylsulfonyl as the protecting group. Several different types of C-unsubstituted 1,2-diazetidines derivatives were synthesized with either two of the same or two different N-arylsulfonyl groups. The electronic and steric properties were analyzed using Raman spectroscopy and computational calculations. Then, several synthetic applications were demonstrated with 1,2-ditosyl-1,2-diazetidine (DTD). As a synthetic application, a nucleophilic ring-opening reaction of the diazetidine …


Expeditious Approach To 3,3’-Bis-Silyl Binols, Biphenols, And 3,3’-Bis-Silyl Phosphoramidites Enabled By Catalytic C–H Silylation With A Traceless Acetal Directing Group, Hiep Hoang Nguyen May 2021

Expeditious Approach To 3,3’-Bis-Silyl Binols, Biphenols, And 3,3’-Bis-Silyl Phosphoramidites Enabled By Catalytic C–H Silylation With A Traceless Acetal Directing Group, Hiep Hoang Nguyen

Chemistry & Biochemistry Dissertations

The research described in this dissertation is on two different projects namely i) Syntheses of 3,3’-bis functionalized BINOL and biphenol compounds, ii) Syntheses of 3,3’-bis silyl-BINOL-based phosphoramidites. The first chapter reports attempts at developing a unified strategy to access a range of 3,3’-bis-substituted BINOLs. This approach to access the 3,3’-functionalized BINOLs centers on the use of dioxasilines as a key intermediate generated through C-H activation catalytic reductive 3,3’-bis-silylation with a traceless acetal directing group. Dioxasilines successfully undergo nucleophilic addition to achieve various species of 3,3’-bis-silyl BINOLs with good yields. The scope is also expanded to a variety of silanes and …