Journal ArticleDOI
Organocatalytic Oxidation. Asymmetric Epoxidation of Olefins Catalyzed by Chiral Ketones and Iminium Salts
O. Andrea Wong,Yian Shi +1 more
TLDR
Ketones with an Attached Chiral Moiety, Chiral Iminium Salt-Catalyzed Epoxidation, and Other Carbohydrate-Based Catalysts 3976 2.8.2.Abstract:
2.6.4. Other Carbohydrate-Based Catalysts 3976 2.7. Carbocyclic Ketones 3977 2.8. Ketones with an Attached Chiral Moiety 3979 3. Chiral Iminium Salt-Catalyzed Epoxidation 3979 3.read more
Citations
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Journal ArticleDOI
Enzyme-mediated oxidations for the chemist
TL;DR: The present state of the art in the use of enzymes and microorganisms for catalytic oxidation and oxyfunctionalization chemistry is reviewed.
Journal ArticleDOI
Organocatalytic asymmetric epoxidation and aziridination of olefins and their synthetic applications.
Journal ArticleDOI
Recent advances in catalytic asymmetric epoxidation using the environmentally benign oxidant hydrogen peroxide and its derivatives.
TL;DR: A critical review discusses the advances that have been made using both metal-based and organocatalytic homogeneous catalysts to produce epoxides using environmentally benign oxidants, especially hydrogen peroxide.
Journal ArticleDOI
An organocatalytic asymmetric chlorolactonization.
TL;DR: This work represents the first example of an enantioselective reagent-controlled chlorolactonization that approaches synthetically useful enantiOSElectivities.
Journal ArticleDOI
Catalytic Asymmetric Oxygenations with the Environmentally Benign Oxidants H2O2 and O2.
TL;DR: An overview of catalyst systems capable of conducting asymmetric oxygenative transformations of organic molecules and, in line with the major trend to sustainability, relying on green oxidants H2O2 and O2 as the ultimate oxygen source is given.
References
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Reference EntryDOI
Asymmetric Epoxidation of trans‐β‐Methylstyrene and 1‐Phenylcyclohexene Using a D‐Fructose‐Derived Ketone: (R,R)‐trans‐β‐Methylstyrene Oxide and (R,R)‐1‐Phenylcyclohexene Oxide
TL;DR: In this article, trans-beta-Methylstyrene oxide and trans-methyl styrene oxide were used to generate synthetic epoxidation. But they did not specify the ratio of trans-β to methyl styrene.
Journal ArticleDOI
What Is the Structure of Glabrescol? Stereoselective Synthesis of Reported Glabrescol We thank Professor Jacobs, University of the West Indies, for the NMR spectra of natural glabrescol. This work was supported by a Grant-in-Aid for Scientific Research (No. 11672132) from the Ministry of Education, Science, Sports, and Culture of Japan.
Hideaki Hioki,Chie Kanehara,Yumiko Ohnishi,Yukiko Umemori,Hitoshi Sakai,Suzuyo Yoshio,Masayuki Matsushita,Mitsuaki Kodama +7 more
Journal ArticleDOI
Enantioselective olefin epoxidation using homologous amine and iminium catalysts—a direct comparison
Maria-Héléna Gonçalves,Alexandre Souto Martinez,Stéphane Grass,Philip C. Bulman Page,Jérôme Lacour +4 more
TL;DR: In this paper, homologous biphenyl and (diastereomeric) binaphthyl tertiary azepines and quaternary iminium salts were prepared from (+)-(S,S)-l-acetonamine.
Journal ArticleDOI
Non-aqueous iminium salt mediated catalytic asymmetric epoxidation
Philip C. Bulman Page,Benjamin R. Buckley,David Barros,A. John Blacker,Harry Heaney,Brian A. Marples +5 more
TL;DR: A range of substituted dihydroisoquinolinium salts have been tested in the catalytic asymmetric epoxidation of simple alkenes using their newly developed non-aqueous conditions employing tetraphenylphosphonium monoperoxysulfate (TPPP) as oxidant, giving ees of up to 97% as discussed by the authors.
Journal ArticleDOI
Towards the Total Synthesis of Octalactin A
TL;DR: In the course of total synthesis of octalactin A, the (C1-C7) and (C8-C15) sub-units have been built up using catalytic asymmetric reactions; specifically, an asymmetric Shi epoxidation and a vinylogous Mukaiyama-aldol reaction.