Search Results - "Sanzone, Jillian R"
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High Reactivity of Strained Seven-Membered-Ring trans-Alkenes
Published in Angewandte Chemie International Edition (11-01-2016)“…trans‐Oxasilacycloheptenes are highly reactive strained alkenes. Competition reactions showed that these seven‐membered ring trans‐alkenes underwent [4+2]…”
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Uncatalyzed Carboboration of Seven-Membered-Ring trans-Alkenes: Formation of Air-Stable Trialkylboranes
Published in Journal of the American Chemical Society (28-06-2017)“…Seven-membered-ring trans-alkenes undergo rapid, uncatalyzed carboboration reactions to form trialkylboranes as single diastereomers. In contrast with other…”
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Acceleration of Acetal Hydrolysis by Remote Alkoxy Groups: Evidence for Electrostatic Effects on the Formation of Oxocarbenium Ions
Published in Angewandte Chemie International Edition (02-03-2015)“…In contrast to observations with carbohydrates, experiments with 4‐alkoxy‐substituted acetals indicate that an alkoxy group can accelerate acetal hydrolysis by…”
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Influence of Alkoxy Groups on Rates of Acetal Hydrolysis and Tosylate Solvolysis: Electrostatic Stabilization of Developing Oxocarbenium Ion Intermediates and Neighboring-Group Participation To Form Oxonium Ions
Published in Journal of organic chemistry (01-05-2015)“…The hydrolysis of 4-alkoxy-substituted acetals was accelerated by about 20-fold compared to that of sterically comparable substrates that do not have an alkoxy…”
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Microscale Purification with Direct Charged Aerosol Detector Quantitation Using Selective Online One- or Two-Dimensional Liquid Chromatography
Published in Analytical chemistry (Washington) (14-06-2022)“…The pharmaceutical industry is increasingly faced with challenging separations of complex crude reaction mixtures at the microscale that require the adoption…”
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Carboalumination of Seven-Membered-Ring trans-Alkenes
Published in Organic letters (02-10-2020)“…Seven-membered-ring trans-alkenes undergo rapid hydro- and carboalumination reactions in the absence of a catalyst with complete regio- and…”
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Design and Optimization of Selectivity-Tunable Toll-like Receptor 7/8 Agonists as Novel Antibody-Drug Conjugate Payloads
Published in Journal of medicinal chemistry (12-09-2024)“…Toll-like receptors 7 and 8 are involved in modulating the adaptive and innate immune responses, and their activation has shown promise as a therapeutic…”
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[4+2] Cycloadditions of Seven-Membered-Ring trans-Alkenes: Decreasing Reactivity with Increasing Substitution of the Seven-Membered Ring
Published in European journal of organic chemistry (01-06-2016)“…The reactivity of trans‐oxasilacycloheptenes in [4+2] cycloadditions depends on the substitution pattern on the seven‐membered ring. Unhindered trans‐alkenes…”
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Participation of Alkoxy Groups in Reactions of Acetals: Violation of the Reactivity/Selectivity Principle in a Curtin-Hammett Kinetic Scenario
Published in Angewandte Chemie International Edition (05-10-2015)“…Nucleophilic substitution reactions of acetals having benzyloxy groups four carbon atoms away can be highly diastereoselective. The selectivity in several…”
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10
High Reactivity of Strained Seven-Membered-Ring trans-Alkenes
Published in Angewandte Chemie (11-01-2016)“…trans‐Oxasilacycloheptenes are highly reactive strained alkenes. Competition reactions showed that these seven‐membered ring trans‐alkenes underwent [4+2]…”
Get full text
Journal Article -
11
Participation of Alkoxy Groups in Reactions of Acetals: Violation of the Reactivity/Selectivity Principle in a Curtin-Hammett Kinetic Scenario
Published in Angewandte Chemie (05-10-2015)“…Nucleophilic substitution reactions of acetals having benzyloxy groups four carbon atoms away can be highly diastereoselective. The selectivity in several…”
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Journal Article -
12
Acceleration of Acetal Hydrolysis by Remote Alkoxy Groups: Evidence for Electrostatic Effects on the Formation of Oxocarbenium Ions
Published in Angewandte Chemie (02-03-2015)“…In contrast to observations with carbohydrates, experiments with 4‐alkoxy‐substituted acetals indicate that an alkoxy group can accelerate acetal hydrolysis by…”
Get full text
Journal Article