Organic Syntheses, Volume 90

1. Auflage 2014
ISBN: 978-1-118-89384-5
Verlag: Wiley

Buch, Englisch, 424 Seiten, Format (B × H): 155 mm x 231 mm, Gewicht: 680 g

The current volume continues the tradition of providing significant and interesting procedures, which should prove worthwhile to many synthetic chemists working in increasingly diverse areas. Following precedent, there is no specific or central theme to this volume.

Autoren/Hrsg.

Hughes, David

Inhaltsverzeichnis

Synthesis of Koser's Reagent and Derivatives

Reagent for Divalent Sulfur Protection: Preparation of 4-Methylbenzenesulfonothioic Acid, S-[(1,1-Dimethylethyl)-Dimethylsilyl]oxy]methyl] Ester

Discussion Addendum for: Applications of (2S)-3-exo-Morpholinoisoborneol [MIB] in Organic Synthesis

Preparation of (E)-N, N-Diethyl-2-styrylbenzamide by Rh-Catalyzed C-H Activation

Enantioselective Nitroaldol (Henry) Reaction of p-Nitrobenzaldehyde and Nitromethane Using a Copper (II) Complex Derived from (R, R)-1,2-Diaminocyclohexane: (1S)-1-(4-Nitrophenyl)-2-nitroethane-1-ol

Synthesis of N-Acetyl Enamides by Reductive Acetylation of Oximes Mediated with Iron(II) Acetate: N-(1-(4-Bromophenyl)vinyl)acetamide

Oxindole Synthesis via Palladium-catalyzed C-H Functionalization

Intermolecular retro-Cope Type Hydroxylamination of Alkynes with NH2OH: E-1-(1-Hydroxycyclohexyl)ethanone oxime

Preparation of 1,5-Disubstituted 1,2,3-Triazoles via Ruthenium-catalyzed Azide Alkyne Cycloaddition

Discussion Addendum for: Nickel-catalyzed Homoallylation of Aldehydes with 1,3-Dienes

Enantioselective Alkylation of N-(Diphenylmethylene)glycinate tert-Butyl Ester: Synthesis of (R)-2-(Benzhydrylidenamino)-3-Phenylpropanoic Acid tert-Butyl Ester

Enantioselective Alkylation of 2-[(4-Chlorobenzyliden)Amino]Propanoic Acid tert-Butyl Ester: Synthesis of (R)-2-Amino-2-Methyl-3-Phenylpropanoic Acid tert-Butyl Ester

Preparation of a-Fluorobis(phenylsulfonyl)methane (FBSM)

Direct Conversion of Benzylic and Allylic Alcohols to Diethyl Phosphonates

Synthesis of 1-Naphthol via Oxidation of Potassium 1-Naphthyltrifluoroborate

Potassium tert-Butoxide Mediated Synthesis of Phenanthridinone

Preparation of N1-Phenylacetamidine 4-Bromobenzoate Using 2,2,2-Trichloroethyl Acetimidate Hydrochloride

Phenylacetamidine 4-Bromobenzoate Using 2,2,2-Trichloroethyl Acetimidate Hydrochloride

Discussion Addendum for: Stereoselective Synthesis of anti alpha-Methyl-beta-Methoxy Carboxylic Compounds

Bimolecular Oxidative Amidation of Phenols: 1-(Acetylamino)-4-oxo-2,5-cyclohexadiene-1-acetic acid, Methyl Ester

Nickel-Catalyzed Cross-Coupling of Aryl Halides with Alkyl Halides: Ethyl 4-(4-(4-methylphenylsulfonamido)-phenyl)butanoate

Synthesis of 1-Naphthol via Oxidation of Potassium 1-Naphthyltrifluoroborate

Potassium tert-Butoxide Mediated Synthesis of Phenanthridinone

Preparation of N1-Phenylacetamidine 4-Bromobenzoate Using 2,2,2-Trichloroethyl Acetimidate Hydrochloride

Discussion Addendum for: Stereoselective Synthesis of anti [alpha]-Methyl-[beta]-Methoxy Carboxylic Compounds

Bimolecular Oxidative Amidation of Phenols: 1-(Acetylamino)-4-oxo-2,5-cyclohexadiene-1-acetic acid, Methyl Ester

Nickel-Catalyzed Cross-Coupling of Aryl Halides with Alkyl Halides: Ethyl 4-(4-(4-methylphenylsulfonamido)-phenyl)butanoate

Discussion Addendum for: Preparation of 4-Acetylamino-2, 2, 6, 6-tetramethylpiperidine-1-oxoammonium Tetrafluoroborate and the Oxidation of Geraniol to Geranial (2,6-Octadienal, 3,7-dimethyl-, (2e)- )

Preparation of 3-Oxocyclohex-1-ene-1-carbonitrile

Air Oxidation of Primary Alcohols Catalyzed by Copper(I)/TEMPO. Preparation of 2-Amino-5-bromo-benzaldehyde

One-Pot Preparation of Cyclic Amines from Amino Alcohols

Preparation of Tetrabutylammonium (4-fluorophenyl)trifluoroborate

Allyl Cyanate-To-Isocyanate Rearrangement: Preparation of tert-Butyl 3,7-Dimethylocta-1,6-dien-3-ylcarbamate

Palladium-Catalyzed Triazolopyridine Synthesis: Synthesis of 7-Chloro-3-(2-Chlorophenyl)-1,2,4-Triazolo[4,3-a]Pyridine

Preparation of DABSO from Karl-Fischer Reagent

Low-epimerization Peptide Bond Formation with Oxyma Pure: Preparation of Z-L-Phg-Val-OMe

Practical Synthesis of Di-tert-Butyl-Phosphinoferrocene

Preparation of 1-Benzyl-2-methyl-3-(ethoxycarbonyl)-4- (2-phenylethyl)-1H-pyrrole from 4-Phenyl-1,2-butadiene

Synthesis of Highly Enantiomerically Enriched Amines by Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)Imines

Simplified Preparation of Dimethyldioxirane (DMDO)

Practical and Efficient Synthesis of N-Formylbenzotriazole

Über Autor(innen)

David Hughes obtained his Ph.D. in physical organic chemistry under the direction of Professor Fred Bordwell at Northwestern University in 1981. After post-doctoral work in the laboratory of Professor Ned Arnett at Duke University, he joined the Process Research department of Merck Research Laboratories in 1982 and currently holds the position of Executive Director, Scientific Staff. His area of expertise is physical organic chemistry with a focus on elucidation of mechanisms of synthetically important organic reactions. In the mid-1990's, the Hughes group took on the challenge of developing a viable synthesis of a semi-synthetic pneumocandin antifungal candidate that was entering development at that time. This development candidate progressed through many hurdles and was ultimately approved under the trademark CANCIDAS in 2001. Along with his colleagues Robert Schwartz and Jim Balkovec, Dave was awarded the 2006 ACS Heroes of Chemistry Award for this work. Other Merck drugs that Dave has been instrumental in process design and development include Primaxin, Emend, and Cozaar. Dave has co-authored over 100 papers and has been a member of the editorial board for Organic Synthesis since 2008.