Matches in DBpedia 2016-04 for { <http://dbpedia.org/resource/Holton_Taxol_total_synthesis> ?p ?o }
- Holton_Taxol_total_synthesis abstract "The Holton Taxol total synthesis, published by Robert A. Holton and his group at Florida State University in 1994 was the first total synthesis of Taxol (generic name: paclitaxel).The Holton Taxol total synthesis is a good example of a linear synthesis starting from commercially available natural compound patchoulene oxide.This epoxide can be obtained in two steps from the terpene patchoulol and also from borneol. The reaction sequence is also enantioselective, synthesizing (+)-Taxol from (−)-patchoulene oxide or (−)-Taxol from (−)-borneol with a reported specific rotation of +- 47° (c=0.19 / MeOH). The Holton sequence to Taxol is relatively short compared to that of the other groups with an estimated 37 steps not counting the addition of the amide tail. One of the reasons is that the patchoulol starting compound already contains 15 of the 20 carbon atoms required for the Taxol ABCD ring framework. Other raw materials required for this synthesis include 4-pentenal, m-chloroperoxybenzoic acid, methyl magnesium bromide and phosgene. Two key chemical transformations in this sequence are a Chan rearrangement and a sulfonyloxaziridine enolate oxidation.".
- Holton_Taxol_total_synthesis thumbnail Taxol_total_synthesis_by_Holton_overview.svg?width=300.
- Holton_Taxol_total_synthesis wikiPageExternalLink 56.
- Holton_Taxol_total_synthesis wikiPageID "3660103".
- Holton_Taxol_total_synthesis wikiPageLength "16151".
- Holton_Taxol_total_synthesis wikiPageOutDegree "136".
- Holton_Taxol_total_synthesis wikiPageRevisionID "657084456".
- Holton_Taxol_total_synthesis wikiPageWikiLink 2-Methoxypropene.
- Holton_Taxol_total_synthesis wikiPageWikiLink 4-Toluenesulfonyl_chloride.
- Holton_Taxol_total_synthesis wikiPageWikiLink Acetic_acid.
- Holton_Taxol_total_synthesis wikiPageWikiLink Acetonitrile.
- Holton_Taxol_total_synthesis wikiPageWikiLink Acylation.
- Holton_Taxol_total_synthesis wikiPageWikiLink Acyloin.
- Holton_Taxol_total_synthesis wikiPageWikiLink Alcohol.
- Holton_Taxol_total_synthesis wikiPageWikiLink Aldol_reaction.
- Holton_Taxol_total_synthesis wikiPageWikiLink Allyl_alcohol.
- Holton_Taxol_total_synthesis wikiPageWikiLink Borneol.
- Holton_Taxol_total_synthesis wikiPageWikiLink Boron_trifluoride.
- Holton_Taxol_total_synthesis wikiPageWikiLink Burgess_reagent.
- Holton_Taxol_total_synthesis wikiPageWikiLink Butyllithium.
- Holton_Taxol_total_synthesis wikiPageWikiLink Carbocation.
- Holton_Taxol_total_synthesis wikiPageWikiLink Carbonate_ester.
- Holton_Taxol_total_synthesis wikiPageWikiLink Category:Taxanes.
- Holton_Taxol_total_synthesis wikiPageWikiLink Category:Total_synthesis.
- Holton_Taxol_total_synthesis wikiPageWikiLink Chan_rearrangement.
- Holton_Taxol_total_synthesis wikiPageWikiLink Convergent_synthesis.
- Holton_Taxol_total_synthesis wikiPageWikiLink Danishefsky_Taxol_total_synthesis.
- Holton_Taxol_total_synthesis wikiPageWikiLink Decarboxylation.
- Holton_Taxol_total_synthesis wikiPageWikiLink Diazomethane.
- Holton_Taxol_total_synthesis wikiPageWikiLink Dieckmann_condensation.
- Holton_Taxol_total_synthesis wikiPageWikiLink Dimethylformamide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Elimination_reaction.
- Holton_Taxol_total_synthesis wikiPageWikiLink Enantiomer.
- Holton_Taxol_total_synthesis wikiPageWikiLink Enol.
- Holton_Taxol_total_synthesis wikiPageWikiLink Epoxide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Ester.
- Holton_Taxol_total_synthesis wikiPageWikiLink Florida_State_University.
- Holton_Taxol_total_synthesis wikiPageWikiLink Grignard_reaction.
- Holton_Taxol_total_synthesis wikiPageWikiLink Grob_fragmentation.
- Holton_Taxol_total_synthesis wikiPageWikiLink Ketone.
- Holton_Taxol_total_synthesis wikiPageWikiLink Kuwajima_Taxol_total_synthesis.
- Holton_Taxol_total_synthesis wikiPageWikiLink Lewis_acids_and_bases.
- Holton_Taxol_total_synthesis wikiPageWikiLink Lithium_diisopropylamide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Lithium_tetramethylpiperidide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Meta-Chloroperoxybenzoic_acid.
- Holton_Taxol_total_synthesis wikiPageWikiLink Mukaiyama_Taxol_total_synthesis.
- Holton_Taxol_total_synthesis wikiPageWikiLink N-Methylmorpholine_N-oxide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Nicolaou_Taxol_total_synthesis.
- Holton_Taxol_total_synthesis wikiPageWikiLink Nucleophilic_substitution.
- Holton_Taxol_total_synthesis wikiPageWikiLink Ojima_lactam.
- Holton_Taxol_total_synthesis wikiPageWikiLink Osmium_tetroxide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Oxaziridine.
- Holton_Taxol_total_synthesis wikiPageWikiLink Ozonolysis.
- Holton_Taxol_total_synthesis wikiPageWikiLink P-Toluenesulfonic_acid.
- Holton_Taxol_total_synthesis wikiPageWikiLink Paclitaxel.
- Holton_Taxol_total_synthesis wikiPageWikiLink Paclitaxel_total_synthesis.
- Holton_Taxol_total_synthesis wikiPageWikiLink Patchoulene_oxide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Patchoulol.
- Holton_Taxol_total_synthesis wikiPageWikiLink Permanganate.
- Holton_Taxol_total_synthesis wikiPageWikiLink Phenyllithium.
- Holton_Taxol_total_synthesis wikiPageWikiLink Phosgene.
- Holton_Taxol_total_synthesis wikiPageWikiLink Protecting_group.
- Holton_Taxol_total_synthesis wikiPageWikiLink Pyridine.
- Holton_Taxol_total_synthesis wikiPageWikiLink Rearrangement_reaction.
- Holton_Taxol_total_synthesis wikiPageWikiLink Redox.
- Holton_Taxol_total_synthesis wikiPageWikiLink Ring_strain.
- Holton_Taxol_total_synthesis wikiPageWikiLink Robert_A._Holton.
- Holton_Taxol_total_synthesis wikiPageWikiLink Rubottom_oxidation.
- Holton_Taxol_total_synthesis wikiPageWikiLink Samarium(II)_iodide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Silica_gel.
- Holton_Taxol_total_synthesis wikiPageWikiLink Silyl_ether.
- Holton_Taxol_total_synthesis wikiPageWikiLink Sodium_bis(2-methoxyethoxy)aluminumhydride.
- Holton_Taxol_total_synthesis wikiPageWikiLink Specific_rotation.
- Holton_Taxol_total_synthesis wikiPageWikiLink Swern_oxidation.
- Holton_Taxol_total_synthesis wikiPageWikiLink Tert-Butyl_hydroperoxide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Tert-Butyllithium.
- Holton_Taxol_total_synthesis wikiPageWikiLink Tetra-n-butylammonium_fluoride.
- Holton_Taxol_total_synthesis wikiPageWikiLink Tetrahydrofuran.
- Holton_Taxol_total_synthesis wikiPageWikiLink Tetrapropylammonium_perruthenate.
- Holton_Taxol_total_synthesis wikiPageWikiLink Thiophenol.
- Holton_Taxol_total_synthesis wikiPageWikiLink Titanium_isopropoxide.
- Holton_Taxol_total_synthesis wikiPageWikiLink Total_synthesis.
- Holton_Taxol_total_synthesis wikiPageWikiLink Trimethylsilyl.
- Holton_Taxol_total_synthesis wikiPageWikiLink Trimethylsilyl_chloride.
- Holton_Taxol_total_synthesis wikiPageWikiLink Walden_inversion.
- Holton_Taxol_total_synthesis wikiPageWikiLink Wender_Taxol_total_synthesis.
- Holton_Taxol_total_synthesis wikiPageWikiLink Zaitsevs_rule.
- Holton_Taxol_total_synthesis wikiPageWikiLink File:Holton_taxol_retrosynthesis.svg.
- Holton_Taxol_total_synthesis wikiPageWikiLink File:Taxol333.svg.
- Holton_Taxol_total_synthesis wikiPageWikiLink File:Taxol_Holton_AB_ring_final-export.svg.
- Holton_Taxol_total_synthesis wikiPageWikiLink File:Taxol_Holton_C_ring-export.svg.
- Holton_Taxol_total_synthesis wikiPageWikiLink File:Taxol_Holton_C_ring_part_II-export.svg.
- Holton_Taxol_total_synthesis wikiPageWikiLink File:Taxol_Holton_tail_addition-export.svg.
- Holton_Taxol_total_synthesis wikiPageWikiLink File:Taxol_total_synthesis_by_Holton_overview.svg.
- Holton_Taxol_total_synthesis wikiPageWikiLink File:Taxol_total_synthesis_by_Holton_pre.svg.
- Holton_Taxol_total_synthesis wikiPageWikiLinkText "Holton Taxol total syntheses".
- Holton_Taxol_total_synthesis wikiPageWikiLinkText "Holton Taxol total synthesis".
- Holton_Taxol_total_synthesis wikiPageWikiLinkText "Holton".
- Holton_Taxol_total_synthesis wikiPageWikiLinkText "first total synthesis".
- Holton_Taxol_total_synthesis wikiPageWikiLinkText "synthesis".