Synthesis of malhamensilipin A exploiting iterative epoxidation/chlorination: experimental and computational analysis of epoxide-derived chloronium ions
We report a 12-step catalytic enantioselective formal synthesis of malhamensilipin A (3) and diastereoisomeric analogues from (E)-2-undecenal. The convergent synthesis relied upon iterative epoxidation and phosphorus(V)-mediated deoxydichlorination reactions as well a titanium-mediated epoxide-openi...
| Main Authors: | Saska, J., Lewis, W., Paton, R.S., Denton, R.M. |
|---|---|
| Format: | Article |
| Published: |
Royal Society of Chemistry
2016
|
| Online Access: | https://eprints.nottingham.ac.uk/35946/ |
Similar Items
Synthesis of epoxidized palm oil-based trimethylolpropane ester by in situ epoxidation method
by: Naidir, Ferra, et al.
Published: (2012)
by: Naidir, Ferra, et al.
Published: (2012)
Method for epoxidation of plant oils.
by: Abdul Rahman, Mohd Basyaruddin, et al.
Published: (2009)
by: Abdul Rahman, Mohd Basyaruddin, et al.
Published: (2009)
Structural Study Of Epoxidized Natural Rubber (Enr-50) And Its Derivatives Synthesized Via Epoxide Ring-Opening Reactions Using Nmr Techniques
by: Hamzah, Rosniza
Published: (2015)
by: Hamzah, Rosniza
Published: (2015)
Epoxidation and hydroxylation of liquid natural rubber
by: Nur Hanis Adila Azhar,, et al.
Published: (2017)
by: Nur Hanis Adila Azhar,, et al.
Published: (2017)
Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization
by: Derahman, Aishah, et al.
Published: (2019)
by: Derahman, Aishah, et al.
Published: (2019)
Thermal-Induced And Thermo-Oxidative Depolymerization Of Natural Rubber And Its Epoxidized Derivatives
by: Betar, Bashir
Published: (2015)
by: Betar, Bashir
Published: (2015)
Comparative study of chemical, mechanical, thermal and barrier properties of poly(lactic acid) plasticized with epoxidized soybean oil and epoxidized palm oil
by: Tee, Yee Bond, et al.
Published: (2016)
by: Tee, Yee Bond, et al.
Published: (2016)
Influence of epoxidized palm oil on polyhydroxyalkanoates tensile properties
by: Abdullah, Aida Ashikin, et al.
Published: (2018)
by: Abdullah, Aida Ashikin, et al.
Published: (2018)
Epoxidation of Jatropha methyl esters and evaluation of its properties
by: Derahman, Aishah
Published: (2017)
by: Derahman, Aishah
Published: (2017)
Synthesis and Characterization of Epoxidized Natural Rubber/Clay Nanocomposites
by: Ng, Su Fang
Published: (2004)
by: Ng, Su Fang
Published: (2004)
Chemoenzymatic epoxidation of alkenes and reusability study of the phenylacetic acid
by: Abd. Malek, Emilia, et al.
Published: (2014)
by: Abd. Malek, Emilia, et al.
Published: (2014)
Curing Characteristics And Properties Of
Epoxidized Natural Rubber ( ENR )
by: Amin, Md. Sadequl
Published: (1997)
by: Amin, Md. Sadequl
Published: (1997)
Epoxidation of palm oil using synthesized titanium-silica catalyst and investigation on the properties of acrylated epoxidized palm oil / Sharifah Nafisah Syed Ismail
by: Syed Ismail, Sharifah Nafisah
Published: (2015)
by: Syed Ismail, Sharifah Nafisah
Published: (2015)
Effect of epoxidized palm oil as plasticizer on
polyhydroxyalkanoates mechanical behavior
by: Abdullah, Aida Ashikin, et al.
Published: (2016)
by: Abdullah, Aida Ashikin, et al.
Published: (2016)
Optimization of the epoxidation of methyl ester of palm fatty acid distillate
by: Lee, P. L., et al.
Published: (2009)
by: Lee, P. L., et al.
Published: (2009)
Chemo-enzymatic epoxidation of 1-nonene, 1-heptene and styrene
by: Arumugam, Mahashanon
Published: (2013)
by: Arumugam, Mahashanon
Published: (2013)
Characterization and properties of gamma irradiated epoxidized natural rubber latex
by: Chai, Chee Keong
Published: (2020)
by: Chai, Chee Keong
Published: (2020)
Preparation and characterization of plasticized poly(lactic acid) with epoxidized palm oil
by: Selvarajah, V.S. Giita
Published: (2012)
by: Selvarajah, V.S. Giita
Published: (2012)
Lipase epoxidation optimizing of Jatropha curcas oil using perlauric acid
by: Rafiee Moghaddam, Roshanak, et al.
Published: (2014)
by: Rafiee Moghaddam, Roshanak, et al.
Published: (2014)
Producing Jatropha oil-based polyol via epoxidation and ring opening
by: Ahmad Hazmi, Ahmad Syafiq, et al.
Published: (2013)
by: Ahmad Hazmi, Ahmad Syafiq, et al.
Published: (2013)
Epoxidized jatropha oil as a sustainable plasticizer to poly(lactic acid)
by: Chieng, Buong Woei, et al.
Published: (2017)
by: Chieng, Buong Woei, et al.
Published: (2017)
Development of surface coating materials of wax esters and epoxides for coating industries
by: Abd Ghani, Norani
Published: (2012)
by: Abd Ghani, Norani
Published: (2012)
Epoxidized Natural Rubber (Enr-50) Stabilized
Gold And Platinum Organosols
by: Teoh, Cheng Hoon
Published: (2006)
by: Teoh, Cheng Hoon
Published: (2006)
Reinforcement Of Natural Rubber And Epoxidized
Natural Rubbers With Amine-Treated Silica
by: Surya, Indra
Published: (2002)
by: Surya, Indra
Published: (2002)
Preparation And Characterization Of Epoxidized Soybean Oil Based Thermoset, Blends And Nanocomposites
by: Tan , Seah Guan
Published: (2013)
by: Tan , Seah Guan
Published: (2013)
Environment-friendly epoxidation of limonene using tungsten-based polyoxometalate catalyst
by: López Fernández, Ana María, et al.
Published: (2023)
by: López Fernández, Ana María, et al.
Published: (2023)
Continuous process for the epoxidation of terpenes using mesoscale oscillatory baffled reactors
by: Gunam Resul, Mohamad Faiz Mukhtar, et al.
Published: (2022)
by: Gunam Resul, Mohamad Faiz Mukhtar, et al.
Published: (2022)
Structure-Properties Relationship Of Water-Blown Epoxidized Natural Rubber Foam
by: Harnizi, Nur Haziqah Mohd
Published: (2017)
by: Harnizi, Nur Haziqah Mohd
Published: (2017)
Design and tailoring of a novel heterogeneous catalyst for epoxidation of 1-octene
by: Ng, Yun Hau
Published: (2005)
by: Ng, Yun Hau
Published: (2005)
Synthesis, characterization and activity of AL-MCM-41 catalyst for hydroxyalkylation of epoxides
by: Mohamed, Azmi
Published: (2005)
by: Mohamed, Azmi
Published: (2005)
Accessing low-oxidation state taxanes: is taxadiene-4(5)-epoxide on the taxol biosynthetic pathway?
by: Barton, Naomi A., et al.
Published: (2016)
by: Barton, Naomi A., et al.
Published: (2016)
Enhanced flexibility of polylactic acid/epoxidized palm oil/pineapple fiber composites
by: Mohamad, Nur Lisa Farhana, et al.
Published: (2020)
by: Mohamad, Nur Lisa Farhana, et al.
Published: (2020)
Omega-6 oxylipins generated by soluble epoxide hydrolase are associated with knee osteoarthritis
by: Valdes, Ana M., et al.
Published: (2018)
by: Valdes, Ana M., et al.
Published: (2018)
Epoxidized natural rubber-based nanostructured polymer blends / Chan Chin Han
by: Chan, Chin Han
Published: (2010)
by: Chan, Chin Han
Published: (2010)
The optimization of RBD palm oil epoxidation process using D-optimal design
by: Nurazira Mohd Nor,, et al.
Published: (2018)
by: Nurazira Mohd Nor,, et al.
Published: (2018)
Synthesis of palm oil-based epoxidized trimethylolpropane esters as oxidatively stable lubricant
by: Naidir, Ferra
Published: (2011)
by: Naidir, Ferra
Published: (2011)
Bioplasitcizer epoxidized vegetable oils–based poly(lactic acid) blends and nanocomposites
by: Chieng, Buong Woei, et al.
Published: (2017)
by: Chieng, Buong Woei, et al.
Published: (2017)
Preparation, Characterization And Applications Of Biocomposites Consist Of Chitosan Dispersed In Epoxidized Natural Rubber
by: Idrees Mahmood, Luqman
Published: (2016)
by: Idrees Mahmood, Luqman
Published: (2016)
Investigation on Impact Fracture of Epoxidized Natural Rubber-Alumina Nanoparticle Composites (ENRAN)
by: Mohamad, Noraiham
Published: (2011)
by: Mohamad, Noraiham
Published: (2011)
Optimisation of epoxide ring-opening reaction for the synthesis of bio-polyol from palm oil derivative using response surface methodology
by: Kamairudin, Norsuhaili, et al.
Published: (2021)
by: Kamairudin, Norsuhaili, et al.
Published: (2021)
Similar Items
-
Synthesis of epoxidized palm oil-based trimethylolpropane ester by in situ epoxidation method
by: Naidir, Ferra, et al.
Published: (2012) -
Method for epoxidation of plant oils.
by: Abdul Rahman, Mohd Basyaruddin, et al.
Published: (2009) -
Structural Study Of Epoxidized Natural Rubber (Enr-50) And Its Derivatives Synthesized Via Epoxide Ring-Opening Reactions Using Nmr Techniques
by: Hamzah, Rosniza
Published: (2015) -
Epoxidation and hydroxylation of liquid natural rubber
by: Nur Hanis Adila Azhar,, et al.
Published: (2017) -
Epoxidation of jatropha methyl esters via acidic ion exchange resin: optimization and characterization
by: Derahman, Aishah, et al.
Published: (2019)