Probing competitive and co-operative hydroxyl and ammonium hydrogen-bonding directed epoxidations

Probing competitive and co-operative hydroxyl and ammonium hydrogen-bonding directed epoxidations

The diastereoselectivities and rates of epoxidation (upon treatment with Cl3CCO2H then m-CPBA) of a range of cis- and trans-4-aminocycloalk-2-en-1-ol derivatives (containing five-, six-, and seven-membered rings) have been investigated. In all cases where the two potential directing groups can promo...

Full description

Bibliographic Details
Main Authors:	Brambilla, M, Brennan, M, Csatayová, K, Davies, S, Fletcher, A, Kennett, A, Lee, J, Roberts, P, Russell, A, Thomson, J
Format:	Journal article
Language:	English
Published:	American Chemical Society 2017

Similar Items

Hydrogen bond directed epoxidation: diastereoselective olefinic oxidation of allylic alcohols and amines.
by: Davies, S, et al.
Published: (2014)

Ammonium-directed olefinic epoxidation: kinetic and mechanistic insights.
by: Brennan, M, et al.
Published: (2012)

Stereoselective ammonium-directed epoxidation in the asymmetric syntheses of dihydroconduramines (–)-A-2, (–)-B-2, (–)-C-3 and (+)-F-3
by: Pinto, S, et al.
Published: (2017)

Diastereoselective ammonium-directed epoxidation in the asymmetric syntheses of dihydroconduramines (+)-C-2, (−)-C-2, (+)-D-2, (+)-E-2, (+)-F-2, and (−)-F-2
by: Da Silva Pinto, S, et al.
Published: (2018)

Epoxidation and hydroxylation of liquid natural rubber
by: Nur Hanis Adila Azhar,, et al.
Published: (2017)

Ammonium-directed oxidation of cyclic allylic and homoallylic amines.
by: Bond, C, et al.
Published: (2009)

Preparation and characterization of hydroxyl terminated liquid epoxidized natural rubber
by: Basheer Khan, Aina S., et al.
Published: (2020)

Manifesting Epoxide and Hydroxyl Groups in XPS Spectra and Valence Band of Graphene Derivatives
by: Maxim K. Rabchinskii, et al.
Published: (2022-12-01)

Hydroxylation Kinetics of Epoxidized Tung Oil Using Methanol as Nucleophilic Agent
by: Budiyati, Eni, et al.
Published: (2023)

Hydroxylation Kinetics of Epoxidized Tung Oil Using Methanol as Nucleophilic Agent
by: Eni Budiyati, et al.
Published: (2023-07-01)

Ammonium-directed dihydroxylation: metal-free synthesis of the diastereoisomers of 3-aminocyclohexane-1,2-diol.
by: Aciro, C, et al.
Published: (2008)

Ammonium-directed epoxidation in the asymmetric syntheses of dihydroconduramines and conduramines
by: Da Silva Pinto, S
Published: (2019)

Asymmetric syntheses of (-)-3-epi-Fagomine, (2R,3S,4R)-dihydroxypipecolic acid, and several polyhydroxylated homopipecolic acids.
by: Csatayová, K, et al.
Published: (2014)

Ammonium-directed dihydroxylation of 3-aminocyclohex-1-enes: development of a metal-free dihydroxylation protocol.
by: Aciro, C, et al.
Published: (2008)

Hydroxyl-Substituted Ladder Polyethers via Selective Tandem Epoxidation/Cyclization Sequence
by: Czabaniuk, Lara Christine, et al.
Published: (2017)

Epoxidation and Bis-hydroxylation of C-Phenyl-Ã¢ÂˆÂ†2,3-glycopyranosides
by: D. Sinou, et al.
Published: (2005-08-01)

Epoxidation of Cardanol’s Terminal Double Bond
by: Emre Kinaci, et al.
Published: (2020-09-01)

Hydrogen Bond Rearrangements in Water Probed with Temperature-Dependent 2D IR
by: Nicodemus, Rebecca A., et al.
Published: (2012)

Hydrogen-bonded hybrid membranes based on hydroxylated metal-organic frameworks and PIM-1 for ultrafast hydrogen separation
by: Yongchao Sun, et al.
Published: (2023-12-01)

Syntheses of trans-SCH-A and cis-SCH-A via a stereodivergent cyclopropanation protocol.
by: Csatayová, K, et al.
Published: (2010)

Highly diastereoselective and stereodivergent dihydroxylations of acyclic allylic amines: application to the asymmetric synthesis of 3,6-dideoxy-3-amino-L-talose.
by: Csatayová, K, et al.
Published: (2011)

Chemo- and diastereoselective cyclopropanation of allylic amines and carbamates
by: Csatayova, K, et al.
Published: (2010)

Preparation of reinforced hydroxyl terminated liquid epoxidized natural rubber nanocomposite by grafting of graphene oxide
by: Shafinaz, M. B. K. A., et al.
Published: (2019)

Asymmetric Syntheses of (+)-Preussin B, the C(2)-Epimer of (-)-Preussin B, and 3-Deoxy-(+)-preussin B.
by: Buchman, M, et al.
Published: (2016)

Synthesis and characterization of hydroxyl terminated liquid epoxidized natural rubber grafted graphene oxide /
by: Aina Shafinaz Md. Basheer Khan, 1994-, author 631520, et al.
Published: (2020)

Synthesis and characterization of hydroxyl terminated liquid epoxidized natural rubber grafted graphene oxide /
by: Aina Shafinaz Md. Basheer Khan, 1994-, author 631520
Published: (2020)

Ring-opening of epoxidized waste cooking oil by hydroxylation process: Optimization and kinetic modelling
by: Jalil, Mohd. Jumain, et al.
Published: (2022)

The characterization of hydroxyl terminated epoxidized natural rubber (HTENR) via oxidation degradation method
by: Salehuddin, Siti Maizatul Farhain, et al.
Published: (2020)

Synthesis and characterization of hydroxyl terminated liquid epoxidized natural rubber grafted graphene oxide
by: Md. Basheer Khan, Aina Shafinaz
Published: (2020)

The Synthesis and Crystal Structures of Two Hydrogen-Bonded N-Oxides
by: Brock, E, et al.
Published: (2014)

Asymmetric syntheses of (-)-isoretronecanol and (-)-trachelantamidine
by: Brambilla, M, et al.
Published: (2014)

Asymmetric syntheses of (- )-hastanecine, (- )-turneforcidine and (- )-platynecine
by: Davies, S, et al.
Published: (2016)

Asymmetric syntheses of the 1-hydroxymethyl-2-hydroxy substituted pyrrolizidines (−)-macronecine, (−)-petasinecine, (−)-1-epi-macronecine, (+)-1-epi-petasinecine and (+)-2-epi-rosmarinecine
by: Brambilla, M, et al.
Published: (2016)

Numerical Investigation on the Effect of Ammonium Perchlorate Content and Position on the Combustion Characteristics of an Ammonium Perchlorate/Hydroxyl-Terminated Polybutadiene Propellant
by: Di Sun, et al.
Published: (2023-08-01)

Selective Catalytic Epoxidation–Hydration of α-Pinene with Hydrogen Peroxide to Sobrerol by Durable Ammonium Phosphotungstate Immobilized on Imidazolized Activated Carbon
by: Min Zheng, et al.
Published: (2023-05-01)

Studies on the Prediction and Extraction of Methanol and Dimethyl Carbonate by Hydroxyl Ammonium Ionic Liquids
by: Xiaokang Wang, et al.
Published: (2023-03-01)

Clusters of Hydroxyl-Functionalized Cations Stabilized by Cooperative Hydrogen Bonds: The Role of Polarizability and Alkyl Chain Length
by: Jule K. Philipp, et al.
Published: (2020-10-01)

Synthesis and characterization of hydroxyl terminated epoxidized natural rubber as a binder for solid rocket propellant /
by: Nor Erma Shuhadah Abdul Razak, 1984-, author
Published: (2016)

Synthesis and characterization of hydroxyl terminated epoxidized natural rubber as a binder for solid rocket propellant /
by: Nor Erma Shuhadah Abdul Razak, 1984-, author, et al.
Published: (2016)

Synthesis and characterization of hydroxyl terminated epoxidized natural rubber as a binder for solid rocket propellant
by: Abdul Razak, Nor Erma Shuhadah
Published: (2016)