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- Chiral_auxiliary abstract "A chiral auxiliary is a chemical compound or unit that is temporarily incorporated into an organic synthesis in order to control the stereochemical outcome of the synthesis. The chirality present in the auxiliary can bias the stereoselectivity of one or more subsequent reactions. The auxiliary can then be cleaved from the substrate and is typically recovered for future use. Most biological molecules and pharmaceutical targets exist as one of two possible enantiomers; consequently, chemical syntheses of natural products and pharmaceutical agents are frequently designed to obtain the target in enantiomerically pure form. Chiral auxiliaries are one of many strategies available to synthetic chemists to selectively produce the desired stereoisomer of a given compound.Chiral auxiliaries were introduced by E.J. Corey in 1975 with chiral 8-phenylmenthol and by B.M. Trost in 1980 with chiral mandelic acid. The menthol compound is difficult to prepare and as an alternative trans-2-phenyl-1-cyclohexanol was introduced by J. K. Whitesell in 1985.".
- Chiral_auxiliary thumbnail Auxiliary_general_scheme.png?width=300.
- Chiral_auxiliary wikiPageID "2870273".
- Chiral_auxiliary wikiPageLength "24030".
- Chiral_auxiliary wikiPageOutDegree "109".
- Chiral_auxiliary wikiPageRevisionID "670390400".
- Chiral_auxiliary wikiPageWikiLink 2-Oxazolidone.
- Chiral_auxiliary wikiPageWikiLink Acrylate.
- Chiral_auxiliary wikiPageWikiLink Acyl_chloride.
- Chiral_auxiliary wikiPageWikiLink Acylation.
- Chiral_auxiliary wikiPageWikiLink Alcohol.
- Chiral_auxiliary wikiPageWikiLink Aldehyde.
- Chiral_auxiliary wikiPageWikiLink Aldimine.
- Chiral_auxiliary wikiPageWikiLink Aldol_reaction.
- Chiral_auxiliary wikiPageWikiLink Alkanolamine.
- Chiral_auxiliary wikiPageWikiLink Alkylation.
- Chiral_auxiliary wikiPageWikiLink Allyl.
- Chiral_auxiliary wikiPageWikiLink Alpha_and_beta_carbon.
- Chiral_auxiliary wikiPageWikiLink Amino_acid.
- Chiral_auxiliary wikiPageWikiLink Asymmetric_hydrogenation.
- Chiral_auxiliary wikiPageWikiLink Atorvastatin.
- Chiral_auxiliary wikiPageWikiLink Barry_Trost.
- Chiral_auxiliary wikiPageWikiLink Benzyl.
- Chiral_auxiliary wikiPageWikiLink Carboxylic_acid.
- Chiral_auxiliary wikiPageWikiLink Category:Stereochemistry.
- Chiral_auxiliary wikiPageWikiLink Chemical_compound.
- Chiral_auxiliary wikiPageWikiLink Chirality.
- Chiral_auxiliary wikiPageWikiLink Cyclohexane_conformation.
- Chiral_auxiliary wikiPageWikiLink DMPU.
- Chiral_auxiliary wikiPageWikiLink David_A._Evans.
- Chiral_auxiliary wikiPageWikiLink Diastereomer.
- Chiral_auxiliary wikiPageWikiLink Diels–Alder_reaction.
- Chiral_auxiliary wikiPageWikiLink Dieter_Enders.
- Chiral_auxiliary wikiPageWikiLink E-Z_notation.
- Chiral_auxiliary wikiPageWikiLink Elias_James_Corey.
- Chiral_auxiliary wikiPageWikiLink Enantiomer.
- Chiral_auxiliary wikiPageWikiLink RAMP_hydrazone-alkylation_reaction.
- Chiral_auxiliary wikiPageWikiLink Enol.
- Chiral_auxiliary wikiPageWikiLink Erythorbic_acid.
- Chiral_auxiliary wikiPageWikiLink Ester.
- Chiral_auxiliary wikiPageWikiLink Functional_group.
- Chiral_auxiliary wikiPageWikiLink Halide.
- Chiral_auxiliary wikiPageWikiLink Haloalkane.
- Chiral_auxiliary wikiPageWikiLink Hydrochloric_acid.
- Chiral_auxiliary wikiPageWikiLink Hydroxyl.
- Chiral_auxiliary wikiPageWikiLink Imide.
- Chiral_auxiliary wikiPageWikiLink Imine.
- Chiral_auxiliary wikiPageWikiLink Ketone.
- Chiral_auxiliary wikiPageWikiLink Lewis_acids_and_bases.
- Chiral_auxiliary wikiPageWikiLink Lithium_diisopropylamide.
- Chiral_auxiliary wikiPageWikiLink Methamphetamine.
- Chiral_auxiliary wikiPageWikiLink Michael_reaction.
- Chiral_auxiliary wikiPageWikiLink N,N-Diisopropylethylamine.
- Chiral_auxiliary wikiPageWikiLink N-Butyllithium.
- Chiral_auxiliary wikiPageWikiLink N-Sulfinyl_imine.
- Chiral_auxiliary wikiPageWikiLink Non-nucleophilic_base.
- Chiral_auxiliary wikiPageWikiLink Nucleophile.
- Chiral_auxiliary wikiPageWikiLink Ojima_lactam.
- Chiral_auxiliary wikiPageWikiLink Organic_acid_anhydride.
- Chiral_auxiliary wikiPageWikiLink Organic_synthesis.
- Chiral_auxiliary wikiPageWikiLink Ozonolysis.
- Chiral_auxiliary wikiPageWikiLink Prostaglandin.
- Chiral_auxiliary wikiPageWikiLink Protic_solvent.
- Chiral_auxiliary wikiPageWikiLink Pseudoephedrine.
- Chiral_auxiliary wikiPageWikiLink Pulegone.
- Chiral_auxiliary wikiPageWikiLink Schöllkopf_method.
- Chiral_auxiliary wikiPageWikiLink Stereochemistry.
- Chiral_auxiliary wikiPageWikiLink Stereoselectivity.
- Chiral_auxiliary wikiPageWikiLink Sudafed.
- Chiral_auxiliary wikiPageWikiLink Tert-Butanesulfinamide.
- Chiral_auxiliary wikiPageWikiLink Tetrahydrofuran.
- Chiral_auxiliary wikiPageWikiLink Tipranavir.
- Chiral_auxiliary wikiPageWikiLink Trans-2-Phenyl-1-cyclohexanol.
- Chiral_auxiliary wikiPageWikiLink File:8_phyenylmenthol_acrylate_ester_diels_alder.png.
- Chiral_auxiliary wikiPageWikiLink File:Atorvastatin_routes.png.
- Chiral_auxiliary wikiPageWikiLink File:Auxiliary_general_scheme.png.
- Chiral_auxiliary wikiPageWikiLink File:Cytovaricin_analysis.png.
- Chiral_auxiliary wikiPageWikiLink File:EndersReaction.png.
- Chiral_auxiliary wikiPageWikiLink File:EndersSamp.png.
- Chiral_auxiliary wikiPageWikiLink File:Evans-Auxiliar1.svg.
- Chiral_auxiliary wikiPageWikiLink File:Evans_syn_aldol.png.
- Chiral_auxiliary wikiPageWikiLink File:Oxazolidinone_acylation.png.
- Chiral_auxiliary wikiPageWikiLink File:Oxazolidinone_derivatives.png.
- Chiral_auxiliary wikiPageWikiLink File:Oxazolidinone_imide_benzylation.png.
- Chiral_auxiliary wikiPageWikiLink File:Oxazolidinone_transition_structure.png.
- Chiral_auxiliary wikiPageWikiLink File:Pseudoephedrine_acylation.png.
- Chiral_auxiliary wikiPageWikiLink File:Pseudoephedrine_amide_alkylation.png.
- Chiral_auxiliary wikiPageWikiLink File:Pseudoephedrine_and_pseudoephenamine.png.
- Chiral_auxiliary wikiPageWikiLink File:Pseudoephedrine_derivatives.png.
- Chiral_auxiliary wikiPageWikiLink File:Pseudoephedrine_model.png.
- Chiral_auxiliary wikiPageWikiLink File:Sulfinamide_condensations.png.
- Chiral_auxiliary wikiPageWikiLink File:Sulfinamide_enantiomers.png.
- Chiral_auxiliary wikiPageWikiLink File:Sulfinamide_removal.png.
- Chiral_auxiliary wikiPageWikiLink File:Sulfinamide_synthesis.png.
- Chiral_auxiliary wikiPageWikiLink File:Sulfinyl_aldimine_grignard_addition.png.
- Chiral_auxiliary wikiPageWikiLink File:Tipranavir_routes.png.
- Chiral_auxiliary wikiPageWikiLinkText "Chiral auxiliary".
- Chiral_auxiliary wikiPageWikiLinkText "Chiral_auxiliary#Pseudoephedrine_auxiliaries".
- Chiral_auxiliary wikiPageWikiLinkText "auxiliary".
- Chiral_auxiliary wikiPageWikiLinkText "chiral auxiliaries".