Literature DB >> 23002712

Direct stereospecific amination of alkyl and aryl pinacol boronates.

Scott N Mlynarski1, Alexander S Karns, James P Morken.   

Abstract

The direct amination of alkyl and aryl pinacol boronates is accomplished with lithiated n class="Chemical">methoxyamine. This reaction directly provides aliphatic and aromatic amines, stereospecifically, and without preactivation of the boronate substrate.

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Year:  2012        PMID： 23002712      PMCID： PMC3481838          DOI： 10.1021/ja305448w

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  14 in total

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3.  Copper-catalyzed amination of arylboronates with N,N-dialkylhydroxylamines.

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5.  Synthesis of tertiary alkyl amines from terminal alkenes: copper-catalyzed amination of alkyl boranes.

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6.  Catalytic asymmetric hydroboration/amination and alkylamination with rhodium complexes of 1,1'-(2-diarylphosphino-1-naphthyl)isoquinoline

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9.  Conversion of alkyltrifluoroborates into alkyldichloroboranes with tetrachlorosilane in coordinating solvents.

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Review 10.  Homologation and alkylation of boronic esters and boranes by 1,2-metallate rearrangement of boronate complexes.

Authors:  Stephen P Thomas; Rosalind M French; Vishal Jheengut; Varinder K Aggarwal
Journal:  Chem Rec       Date:  2009       Impact factor: 6.771
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4.  Catalytic Enantioselective Synthesis of anti-Vicinal Silylboronates by Conjunctive Cross-Coupling.

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5.  Mechanistic Studies Inform Design of Improved Ti(salen) Catalysts for Enantioselective [3 + 2] Cycloaddition.

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6.  Copper-Catalyzed Amidation of Primary and Secondary Alkyl Boronic Esters.

Authors:  Luis M Mori-Quiroz; Kirk W Shimkin; Sina Rezazadeh; Ryan A Kozlowski; Donald A Watson
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7.  Nickel-Catalyzed Enantioconvergent Borylation of Racemic Secondary Benzylic Electrophiles.

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8.  Metal-Free Direct Amidation of Naphthoquinones Using Hydroxamic Acids as an Amide Source: Application in the Synthesis of an HDAC6 Inhibitor.

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9.  A general, modular method for the catalytic asymmetric synthesis of alkylboronate esters.

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10.  Selective formation of secondary amides via the copper-catalyzed cross-coupling of alkylboronic acids with primary amides.

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