Matches in DBpedia 2016-04 for { <http://dbpedia.org/resource/Enders_SAMP/RAMP_hydrazone-alkylation_reaction> ?p ?o }
- RAMP_hydrazone-alkylation_reaction abstract "The Enders SAMP/RAMP hydrazone alkylation reaction is an asymmetric carbon-carbon bond formation reaction facilitated by pyrrolidine chiral auxiliaries. It was pioneered by E. J. Corey and D. Enders in 1976, and was further developed by D. Enders and his group. This method is usually a three-step sequence. The first step is to form the hydrazone between (S)-1-amino-2-methoxymethylpyrrolidine (SAMP) or (R)-1-amino-2-methoxymethylpyrrolidine (RAMP) and a ketone or aldehyde. Afterwards, the hydrazone is deprotonated by lithium diisopropylamide (LDA) to form an azaenolate, which reacts with alkyl halides or other suitable electrophiles to give alkylated hydrazone species with the simultaneous generation of a new chiral center. Finally, the alkylated ketone or aldehyde can be regenerated by ozonolysis or hydrolysis.This reaction is a useful technique for asymmetric α-alkylation of ketones and aldehydes, which are common synthetic intermediates for medicinally interesting natural products and other related organic compounds. These natural products include (-)-C10-demethyl arteannuin B, the structural analog of antimalarial artemisinin, the polypropionate metabolite (-)-Denticulatin A and B isolated from Siphonaria denticulata, zaragozic acid A, a potent inhibitor of sterol synthesis, and epothilone A and B, which have been proven to be very effective anticancer drugs.".
- RAMP_hydrazone-alkylation_reaction thumbnail EndersReaction.png?width=300.
- RAMP_hydrazone-alkylation_reaction wikiPageID "33968017".
- RAMP_hydrazone-alkylation_reaction wikiPageLength "21115".
- RAMP_hydrazone-alkylation_reaction wikiPageOutDegree "104".
- RAMP_hydrazone-alkylation_reaction wikiPageRevisionID "691834300".
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Aldehyde.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Alkane_stereochemistry.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Alkene.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Alkylation.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Allyl.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Amino_acid.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Antimalarial_medication.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Argon.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Artemisinin.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Baeyer–Villiger_oxidation.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Carbamate.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Carbonyl.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Category:Organic_reactions.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Celsius.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Chelation.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Chemical_bond.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Chiral_auxiliary.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Chirality.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Column_chromatography.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Copper(II)_acetate.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink David_A._Evans.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Deprotonation.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Dieter_Enders.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Distillation.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Electrophile.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Elias_James_Corey.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Enamine.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Enantioselective_synthesis.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Enol.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Epothilone.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Ether.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Ferrocene.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Functional_group.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Gilbert_Stork.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Hajos–Parrish–Eder–Sauer–Wiechert_reaction.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Haloalkane.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Hydrazone.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Hydrogen_chloride.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Hydrolysis.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Imine.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Iodide.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Ion.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink K._C._Nicolaou.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Ketone.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Lewis_acids_and_bases.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Lithium.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Lithium_diisopropylamide.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Meta-Chloroperoxybenzoic_acid.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Metabolite.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Methoxy.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Methyl_iodide.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Natural_product.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Nucleophile.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Organic_compound.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Oxidizing_agent.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Ozone.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Ozonolysis.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Peracetic_acid.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Pyrrolidine.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Recrystallization_(chemistry).
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Regioselectivity.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Resonance.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Schlenk_flask.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Scripps_Research_Institute.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Sodium_periodate.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Solvolysis.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Stereocenter.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Stereoisomerism.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Stereoselectivity.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Sterol.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Stork_enamine_alkylation.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Wittig_reaction.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink Zaragozic_acid.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Alkylation.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Arteannuin.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Azaenolate.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Carbamate-cleavage.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Denticulatin.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:EndersAlkylation.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:EndersReaction.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:EndersSAMP_2.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Enders_Zaragozic_acid.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Enders_mechanism.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Epothilone.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:History_Stork.svg.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Meyer.svg.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:N-aminocarbamates.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLink File:Variants.png.
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLinkText "Enders SAMP/RAMP hydrazone-alkylation reaction".
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLinkText "Enders alkylation".
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLinkText "Enders hydrazone reaction".
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLinkText "RAMP".
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLinkText "SAMP".
- RAMP_hydrazone-alkylation_reaction wikiPageWikiLinkText "SAMP/RAMP hydrazone method".