Lithium Hexamethyldisilazide-Mediated Enolization of Highly Substituted Aryl Ketones: Structural and Mechanistic Basis of the E/Z Selectivities

scientific article published on 08 August 2017

Lithium Hexamethyldisilazide-Mediated Enolization of Highly Substituted Aryl Ketones: Structural and Mechanistic Basis of the E/Z Selectivities is …
instance of (P31):
scholarly articleQ13442814

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P356DOI10.1021/JACS.7B05057
P932PMC publication ID6122874
P698PubMed publication ID28786667

P50authorHaiming ZhangQ59674634
Francis GosselinQ87682919
David B CollumQ87728837
P2093author name stringAndrew McClory
Kyle A Mack
P2860cites workLithium enolates of simple ketones: structure determination using the method of continuous variationQ37085980
In situ FTIR reaction analysis of pharmaceutical-related chemistry and processesQ37570049
Ketone Enolization by Lithium Hexamethyldisilazide: Structural and Rate Studies of the Accelerating Effects of TrialkylaminesQ44660331
Reaction of ketones with lithium hexamethyldisilazide: competitive enolizations and 1,2-additionsQ44793844
Total Synthesis of Berkelic AcidQ45567509
Highly Stereoselective Synthesis of Tetrasubstituted Acyclic All-Carbon Olefins via Enol Tosylation and Suzuki-Miyaura CouplingQ46152320
Lithium Diisopropylamide: Nonequilibrium Kinetics and Lessons Learned about Rate Limitation.Q48337425
Lithium Hexamethyldisilazide-Mediated Enolization of Acylated Oxazolidinones: Solvent, Cosolvent, and Isotope Effects on Competing Monomer- and Dimer-Based Pathways.Q48358929
A rapid injection NMR study of the reaction of organolithium reagents with esters, amides, and ketonesQ87185849
Method of continuous variations: applications of job plots to the study of molecular associations in organometallic chemistryQ33640288
Selective oestrogen receptor modulation: molecular pharmacology for the millenniumQ33837314
Method of continuous variation: characterization of alkali metal enolates using ¹H and ¹⁹F NMR spectroscopiesQ33926509
Circumventing tamoxifen resistance in breast cancers using antiestrogens that induce unique conformational changes in the estrogen receptor.Q33942731
Derivatives of tamoxifen. Dependence of antiestrogenicity on the 4-substituentQ34470808
Identification of GDC-0810 (ARN-810), an Orally Bioavailable Selective Estrogen Receptor Degrader (SERD) that Demonstrates Robust Activity in Tamoxifen-Resistant Breast Cancer XenograftsQ34471982
Lithium hexamethyldisilazide-mediated enolizations: influence of triethylamine on E/Z selectivities and enolate reactivitiesQ34491129
Mechanism of Lithium Diisopropylamide-Mediated Ortholithiation of 1,4-Bis(trifluoromethyl)benzene under Nonequilibrium Conditions: Condition-Dependent Rate Limitation and Lithium Chloride-Catalyzed InhibitionQ36677571
Lithium diisopropylamide: solution kinetics and implications for organic synthesisQ36771524
P433issue35
P407language of work or nameEnglishQ1860
P304page(s)12182-12189
P577publication date2017-08-08
P1433published inJournal of the American Chemical SocietyQ898902
P1476titleLithium Hexamethyldisilazide-Mediated Enolization of Highly Substituted Aryl Ketones: Structural and Mechanistic Basis of the E/Z Selectivities
P478volume139

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cites work (P2860)
Q91635071Asymmetric Hydrogenation of Unfunctionalized Tetrasubstituted Acyclic Olefins
Q90510939Catalytic Enantioselective Synthesis of Acyclic Quaternary Centers: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Acyclic Enol Carbonates
Q92278178Palladium-catalyzed enantioselective decarboxylative allylic alkylation of fully substituted N-acyl indole-derived enol carbonates

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