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Boranes in Organic Chemistry

HERBERT C. BROWN

2019

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Selective reductions. 29. A simple technique to achieve an enhanced rate of reduction of representative organic compounds by borane-dimethyl sulfide

Journal of organic chemistry, 1982-07, Vol.47 (16), p.3153-3163

1982

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A Comparative Study of the Relative Stability of Representative Chiral and Achiral Boronic Esters Employing Transesterification

Monatshefte für Chemie, 2007-09, Vol.138 (9), p.879-887

2007

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Asymmetric synthesis of goniothalamin, hexadecanolide, massoia lactone, and parasorbic acid via sequential allylboration–esterification ring-closing metathesis reactions

Tetrahedron letters, 2000-01, Vol.41 (5), p.583-586

2000

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An Efficient Synthesis of N-Unsubstituted Imines as Organoborane Adducts Stable at Room Temperature: New Promising Intermediates for Synthesis

Journal of the American Chemical Society, 2000-05, Vol.122 (17), p.4217-4218

2000

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Stability of boronic esters – Structural effects on the relative rates of transesterification of 2-(phenyl)-1,3,2-dioxaborolane

Journal of organometallic chemistry, 2007-01, Vol.692 (4), p.784-790

2007

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Highly Efficient One Step Synthesis of Primary Amines from B-Chlorodialkylboranes

Letters in organic chemistry, 2012-07, Vol.9 (6), p.383-385

2012

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Critical Role of Catalysts and Boranes for Controlling the Regioselectivity in the Rhodium-Catalyzed Hydroboration of Fluoroolefins

Organic letters, 1999-11, Vol.1 (9), p.1399-1402

1999

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Dibromoborane-dimethyl sulfide: A new, mild, chemoselective reagent for the rapid deoxygenation of sulfoxides to sulfides

Journal of chemical research, 2006-10, Vol.2006 (10), p.642-644

2006

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Markovnikov Hydroboration of Perfluoroalkylethylenes

Angewandte Chemie (International ed.), 1999-07, Vol.38 (13-14), p.2052-2054

1999

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Chiral synthesis via organoboranes. 14. Selective reductions. 41. Diisopinocampheylchloroborane, an exceptionally efficient chiral reducing agent

Journal of the American Chemical Society, 1988-03, Vol.110 (5), p.1539-1546

1988

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Molecular Addition Compounds. 15. Synthesis, Hydroboration, and Reduction Studies of New, Highly Reactive tert-Butyldialkylamine−Borane Adducts

Journal of organic chemistry, 1999-08, Vol.64 (17), p.6263-6274

1999

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The development of a simple general procedure for synthesis of pure enantiomers via chiral organoboranes

Accounts of chemical research, 1988-08, Vol.21 (8), p.287-293

1988

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Selective Reductions. 59. Effective Intramolecular Asymmetric Reductions of α-, β-, and γ-Keto Acids with Diisopinocampheylborane and Intermolecular Asymmetric Reductions of the Corresponding Esters with B-Chlorodiisopinocampheylborane

Journal of organic chemistry, 2002-07, Vol.67 (15), p.5315-5319

2002

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Chiral synthesis via organoboranes. 13. A highly diastereoselective and enantioselective addition of [(Z)-.gamma.-alkoxyallyl]diisopinocampheylboranes to aldehydes

Journal of the American Chemical Society, 1988-03, Vol.110 (5), p.1535-1538

1988

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Enolboration. 1. Dicyclohexylchloroborane/triethylamine as a convenient reagent for enolboration of ketones and other carbonyl derivatives

Journal of organic chemistry, 1992-01, Vol.57 (2), p.499-504

1992

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Boranes in Organic Chemistry

Brown, Herbert C

1, 1972

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B-(.gamma.-(Trimethylsilyl)propargyl)diisopinocampheylborane: A New, Highly Efficient Reagent for the Enantioselective Propargylboration of Aldehydes. Synthesis of Trimethylsilyl-Substituted and Parent .alpha.-Allenic Alcohols in High Optical Purity

Journal of organic chemistry, 1995-12, Vol.60 (25), p.8130-8131

1995

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Enolboration. 7. Dicyclohexyliodoborane, a Highly Stereoselective Reagent for the Enolboration of Tertiary Amides. Effects of Solvent and Aldolization Temperature on Stereochemistry in Achieving the Stereoelective Synthesis of either Syn or Anti Aldols

Journal of organic chemistry, 1994-12, Vol.59 (24), p.7346-7352

1994

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The boron approach to asymmetric synthesis

Pure and applied chemistry, 1991-01, Vol.63 (3), p.307-316

1991

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The energy of the transition states and the intermediate cation in the ionization of 2-norbornyl derivatives. Where is the nonclassical stabilization energy?

Accounts of chemical research, 1983-12, Vol.16 (12), p.432-440

Brown, Herbert C

1983

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Organoboranes. 31. A simple preparation of boronic esters from organolithium reagents and selected trialkoxyboranes

Organometallics, 1983-10, Vol.2 (10), p.1316-1319

1983

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A New Convenient Technique for the Hydrogenation of Unsaturated Compounds

Journal of the American Chemical Society, 1962-04, Vol.84 (8), p.1495-1495

1962

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Chiral synthesis via organoboranes. 18. Selective reductions. 43. Diisopinocampheylchloroborane as an excellent chiral reducing reagent for the synthesis of halo alcohols of high enantiomeric purity. A highly enantioselective synthesis of both optical isomers of Tomoxetine, Fluoxetine, and Nisoxetine

Journal of organic chemistry, 1988-06, Vol.53 (13), p.2916-2920

1988

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Organoboranes for Synthesis. 15. B-Allenyl-9-BBN: A Highly Regiospecific and Chemoselective Reagent for Allenylboration of Representative Carbonyl Compounds, Leading to Homopropargylic Alcohols and Amines

Journal of organic chemistry, 1995-02, Vol.60 (3), p.544-549

1995

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Boranes in Organic Chemistry

Selective reductions. 29. A simple technique to achieve an enhanced rate of reduction of representative organic compounds by borane-dimethyl sulfide

A Comparative Study of the Relative Stability of Representative Chiral and Achiral Boronic Esters Employing Transesterification

Asymmetric synthesis of goniothalamin, hexadecanolide, massoia lactone, and parasorbic acid via sequential allylboration–esterification ring-closing metathesis reactions

An Efficient Synthesis of N-Unsubstituted Imines as Organoborane Adducts Stable at Room Temperature: New Promising Intermediates for Synthesis

Stability of boronic esters – Structural effects on the relative rates of transesterification of 2-(phenyl)-1,3,2-dioxaborolane

Highly Efficient One Step Synthesis of Primary Amines from B-Chlorodialkylboranes

Critical Role of Catalysts and Boranes for Controlling the Regioselectivity in the Rhodium-Catalyzed Hydroboration of Fluoroolefins

Dibromoborane-dimethyl sulfide: A new, mild, chemoselective reagent for the rapid deoxygenation of sulfoxides to sulfides

Markovnikov Hydroboration of Perfluoroalkylethylenes

Chiral synthesis via organoboranes. 14. Selective reductions. 41. Diisopinocampheylchloroborane, an exceptionally efficient chiral reducing agent

Molecular Addition Compounds. 15. Synthesis, Hydroboration, and Reduction Studies of New, Highly Reactive tert-Butyldialkylamine−Borane Adducts

The development of a simple general procedure for synthesis of pure enantiomers via chiral organoboranes

Selective Reductions. 59. Effective Intramolecular Asymmetric Reductions of α-, β-, and γ-Keto Acids with Diisopinocampheylborane and Intermolecular Asymmetric Reductions of the Corresponding Esters with B-Chlorodiisopinocampheylborane

Chiral synthesis via organoboranes. 13. A highly diastereoselective and enantioselective addition of [(Z)-.gamma.-alkoxyallyl]diisopinocampheylboranes to aldehydes

Enolboration. 1. Dicyclohexylchloroborane/triethylamine as a convenient reagent for enolboration of ketones and other carbonyl derivatives

Boranes in Organic Chemistry

B-(.gamma.-(Trimethylsilyl)propargyl)diisopinocampheylborane: A New, Highly Efficient Reagent for the Enantioselective Propargylboration of Aldehydes. Synthesis of Trimethylsilyl-Substituted and Parent .alpha.-Allenic Alcohols in High Optical Purity

Enolboration. 7. Dicyclohexyliodoborane, a Highly Stereoselective Reagent for the Enolboration of Tertiary Amides. Effects of Solvent and Aldolization Temperature on Stereochemistry in Achieving the Stereoelective Synthesis of either Syn or Anti Aldols

The boron approach to asymmetric synthesis

The energy of the transition states and the intermediate cation in the ionization of 2-norbornyl derivatives. Where is the nonclassical stabilization energy?

Organoboranes. 31. A simple preparation of boronic esters from organolithium reagents and selected trialkoxyboranes

A New Convenient Technique for the Hydrogenation of Unsaturated Compounds

Organoboranes for Synthesis. 15. B-Allenyl-9-BBN: A Highly Regiospecific and Chemoselective Reagent for Allenylboration of Representative Carbonyl Compounds, Leading to Homopropargylic Alcohols and Amines

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