Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Green Chemistry Center, Peking University, 202 Chengfu Road, 098#, Beijing 100871, China State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 200060, China

Transition-Metal-Free Coupling Reactions

Oxidation of Primary Alcohols to Carboxylic Acids with Sodium Chlorite Catalyzed by TEMPO and Bleach

http://www.bris.ac.uk/media-library/sites/chemistry/migrated/documents/2005eurjorgchem1479.pdf

The Use of Tosylhydrazone Salts as a Safe Alternative for Handling Diazo Compounds and Their Applications in Organic Synthesis

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Conformationally Unbiased Macrocyclization Reactions by Ring Closing Metathesis

Aryl-substituted epoxides bearing multiple methyl substituents on the epoxide ring isomerize in the presence of 5 mol % Pd(OAc)2/PR3 (R = n-Bu, Ph) to form the corresponding benzylic aldehyde or ketone, with complete regioselectivity for the carbonyl compound formed via cleavage of the benzylic C−O bond. No allylic alcohols or products arising from alkyl migration are observed. Rapid reaction rates and nearly quantitative yields are obtained, even with highly sterically hindered epoxides, using tri-n-butylphosphine as ligand and tert-butyl alcohol as solvent. 2-Aryl-substituted epoxides with two methyl substituents on C3 are completely unreactive, consistent with an oxidative addition/β-hydride elimination mechanism. Catalyst variation studies show that both Pd(OAc)2 and PR3 are essential for optimal activity and that palladium catalysts formed in this manner are superior to other Pd(0) catalysts (e.g., Pd(PPh3)4). The reactivity of catalytic Pd(OAc)2/PR3 toward multiply-substituted epoxides is compared t...

Palladium-Catalyzed Isomerization of Aryl-Substituted Epoxides: A Selective Synthesis of Substituted Benzylic Aldehydes and Ketones

Homologation de benzaldehydes substitues a l'aide de derives de l'α-diazotoluene. Obtention de phenyl-2 acetophenones substituees

Carol A. Loeschorn

Papers

Lithium bromide catalyzed homologation of aldehydes with aryldiazomethanes

Desoxybenzoins from the Lithium Bromide-Catalyzed Homologation of Aromatic Aldehydes with Phenyldiazomethane

Desoxybenzoins from the Lithium Bromide-catalyzed Homologation of Aromatic Aldehydes with Phenyldiazomethane.