Papers

With Tag: General Organic Chemistry

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Aluminum Tris(2,6-diphenylphenoxide)-ArCOCl Complex for Nucleophilic Dearomatic Functionalization

Susumu Saito, Hisashi Yamamoto, Masaaki Murase, Toshihiko Sone
J. Am. Chem. Soc. | 2000 | 10.1021/ja0014382

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Fully Intermolecular Nickel-Catalyzed Three-Component Couplings via Internal Redox

Ananda Herath, Wei Li, John Montgomery
J. Am. Chem. Soc. | 2007 | 10.1021/ja0781846

Two distinct nickel-catalyzed fully intermolecular three-component couplings are described. The catalytic addition of enals, alkynes, and alcohols provides γ,δ-unsaturated esters, whereas the catalytic addition of enones, alkynes, and aldehydes provides...

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Novel Radical Reaction of Phenylsulfonyl Oxime Ethers. A Free Radical Acylation Approach

Sunggak Kim, Joo-Yong Yoon, Ill Young Lee, Dong Hyun Oh
J. Am. Chem. Soc. | 1996 | 10.1021/ja9600993

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Fighting Tuberculosis in an Undergraduate Laboratory: Synthesizing, Evaluating and Analyzing Inhibitors

Charlotte Berkes, David Daniels, Arjan Nekoie, Jimmy Franco
J. Chem. Educ. | 2015 | 10.1021/ed400891k

A drug discovery project has been successfully implemented in a first-year general, organic, and biochemistry (GOB) health science course and second-year organic undergraduate chemistry course. This project allows students to apply the fundamental principles...

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Future climate impacts of direct radiative forcing of anthropogenic aerosols, tropospheric ozone, and long‐lived greenhouse gases

John H Seinfeld, Weiting Chen, Hong Liao
Journal of Geophysical Research | 2007

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Correction to A General Method for Suzuki–Miyaura Coupling Reactions Using Lithium Triisopropyl Borates

Matthias A. Oberli, Stephen L. Buchwald
Org. Lett. | 2013 | 10.1021/ol401288q

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Oxidative Diamination Promoted by Dinuclear Iodine(III) Reagents

Eduardo C. Escudero-Adán, José A. Souto, Kilian Muñiz, Caren Röben
Org. Lett. | 2013 | 10.1021/ol3034884

New dinuclear iodine(III) reagents for the intermolecular diamination of alkenes are reported. These are accessible through protolytic aminolysis events, which generate defined imido-iodine(III) groups.

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Divergent Amine-Catalyzed [4 + 2] Annulation of Morita–Baylis–Hillman Allylic Acetates with Electron-Deficient Alkenes

Guiping Wu, Silong Xu, Zhengjie He, Rongshun Chen, Zifeng Qin
Org. Lett. | 2012 | 10.1021/ol2032569

An amine-catalyzed [4 + 2] annulation of Morita–Baylis–Hillman allylic acetates 2 with electron-deficient alkenes or diazenes has been developed for efficient syntheses of highly functionalized cyclohexenes, tetrahydropyridazines, and important spirocycles....

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Rhodium-Catalyzed Enantioselective Hydrogenation of Oxime Acetates

Mingxin Chang, Shengkun Li, Xumu Zhang, Kexuan Huang
Org. Lett. | 2013 | 10.1021/ol303282u

Rh-catalyzed enantioselective hydrogenation of oxime acetates was first reported, which afforded a new approach for chiral amine synthesis.

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Poly(4-tert-butylstyrene) as a Soluble Polymer Support in Homogeneous Catalysis

Chunmei Li, David E. Bergbreiter
Org. Lett. | 2003 | 10.1021/ol034655r

Use of soluble poly(4-tert-butylstyrene) (PtBS) as a support in synthesis is demonstrated. These soluble polymers supported catalysts that were used in a monophasic medium. Subsequent separation of the catalysts after reaction was effected either by cooling-...

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Removal, Recovery, and Recycling of Triarylphosphonium-Supported Tin Reagents for Various Organic Transformations

André B. Charette, Jean-Christophe Poupon, David Marcoux, Jean-Manuel Cloarec
Org. Lett. | 2007 | 10.1021/ol701447q

Phosphonium-supported tin reagents and catalysts were prepared and were shown to be effective in Stille couplings, radical dehalogenations, radical cyclizations, and carbonyl allylations. Not only could the tin residues be removed from the crude reaction...

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Synthesis of Amidines Using N-Allyl Ynamides. A Palladium-Catalyzed Allyl Transfer through an Ynamido−π-Allyl Complex

Yu Zhang, Andrew G. Lohse, Richard P. Hsung, Jian Huang, Kyle A. DeKorver, Yan-Shi Zhang
Org. Lett. | 2009 | 10.1021/ol802844z

A de novo transformation of N-allyl-N-sulfonyl ynamides to amidines is described featuring a palladium-catalyzed N-to-C allyl transfer via ynamido−palladium−π-allyl complexes.

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L-Selectride-Mediated Highly Diastereoselective Asymmetric Reductive Aldol Reaction: Access to an Important Subunit for Bioactive Molecules

Xiaoming Xu, Christine Marian, Arun K. Ghosh, Jorden Kass, David D. Anderson
Org. Lett. | 2008 | 10.1021/ol801971t

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Highly Stereoselective Synthesis of Novel α-Haloenamides via a Mild and Efficient Hydrohalogenation of Ynamides

Heather Coverdale, Richard P. Hsung, Kimberly C. M. Kurtz, Jason A. Mulder, Michael O. Frederick, Craig A. Zificsak, Lichun Shen
Org. Lett. | 2003 | 10.1021/ol0300266

A highly stereoselective preparation of novel chiral (E)-α-haloenamides under mild conditions utilizing magnesium halide salts is described. This unexpected mild and efficient hydrohalogenation reaction highlights another synthetic utility of ynamides.

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Synthesis of ω-Hydroxy Ketones from ω-Benzyloxy Weinreb Amides by Using a Chemoselective Nucleophilic Addition/Birch Reduction Process

Janine Cossy, Catherine Taillier, Christophe Meyer, Véronique Bellosta
Org. Lett. | 2004 | 10.1021/ol049434f

A chemoselective nucleophilic addition/Birch reduction process applied to ω-benzyloxy Weinreb amides led to ω-hydroxy ketones in good yields.

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Hydroamination and Hydroalkoxylation Catalyzed by Triflic Acid. Parallels to Reactions Initiated with Metal Triflates

Masaru Utsunomiya, Devon C. Rosenfeld, Shashank Shekhar, Akihiro Takemiya, John F. Hartwig
Org. Lett. | 2006 | 10.1021/ol061174+

Intermolecular additions of the O−H bonds of phenols and alcohols and the N−H bonds of sulfonamides and benzamide to olefins catalyzed by 1 mol % of triflic acid and studies to define the relationship between these reactions and those catalyzed by metal...

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Efficient and Stereoselective Synthesis of Allylic Ethers and Alcohols

István E. Markó, Jiří Pospíšil
Org. Lett. | 2006 | 10.1021/ol062433y

A short and efficient synthesis of allylic TBS ethers and allylic alcohols has been developed, based upon a unique Kocienski−Julia olefination reaction. Allylic alcohols and allylic ethers are obtained in good to excellent yields and with high...

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Gold(I)-Catalyzed Highly Regio- and Stereoselective Decarboxylative Amination of Allylic N-Tosylcarbamates via Base-Induced Aza-Claisen Rearrangement in Water

Dan Yang, Dong Xing
Org. Lett. | 2010 | 10.1021/ol100056f

A gold(I)-catalyzed decarboxylative amination of allylic N-tosylcarbamates via base-induced aza-Claisen rearrangement has been developed. A variety of substituted N-tosyl allylic amines were obtained in good yield, excellent regioselectivity, and high to...

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Improved Carbonylation of Heterocyclic Chlorides and Electronically Challenging Aryl Bromides

Jennifer Albaneze-Walker, Jerry A. Murry, Peter G. Dormer, Charles Bazaral, Tanya Leavey
Org. Lett. | 2004 | 10.1021/ol0498287

Optimized conditions are described that effect the carbonylation of diverse heterocyclic chlorides to yield the desired alkyl esters. In addition, bromoanilines and bromoanisoles, which normally are poor substrates under standard carbonylation protocols, were...

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Arylation and Vinylation of α-Diazocarbonyl Compounds with Boroxines

Cheng Peng, Guobing Yan, Wei Zhang, Jianbo Wang
Org. Lett. | 2009 | 10.1021/ol900362d

An alternative approach for α-arylation and α-vinylation of carbonyl compounds is described: reaction between aryl- or vinylboroxines with α-diazocarbonyl compounds leads to the formation of α-arylated or α-vinylated carbonyl compounds under mild conditions.

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