Chiral synthesis via organoboranes. 6. Hydroboration. 74. Asymmetric hydroboration of representative heterocyclic olefins with diisopinocampheylborane. Synthesis of heterocyclic boronates and heterocyclic alcohols of very high enantiomeric purity

Herbert C. Brown; J. V. N. Vara. Prasad

doi:10.1021/ja00268a053

Chiral synthesis via organoboranes. 6. Hydroboration. 74. Asymmetric hydroboration of representative heterocyclic olefins with diisopinocampheylborane. Synthesis of heterocyclic boronates and heterocyclic alcohols of very high enantiomeric purity

Journal of the American Chemical Society ◽

10.1021/ja00268a053 ◽

1986 ◽

Vol 108 (8) ◽

pp. 2049-2054 ◽

Cited By ~ 77

Author(s):

Herbert C. Brown ◽

J. V. N. Vara. Prasad

Keyword(s):

Enantiomeric Purity ◽

Chiral Synthesis ◽

Asymmetric Hydroboration ◽

Very High

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Chiral Synthesis via Organoboranes. 11. Hydroboration. 82. Asymmetric Hydroboration of 1-Heteroarylcycloalkenes with Monoisopinocampheylborane. Synthesis oftrans-2-Heteroarylcycloalkyl Boronates and Derived Alcohols of Very High Enantiomeric Purity

Bulletin of the Chemical Society of Japan ◽

10.1246/bcsj.61.93 ◽

1988 ◽

Vol 61 (1) ◽

pp. 93-100 ◽

Cited By ~ 18

Author(s):

Herbert C. Brown ◽

Ashok K. Gupta ◽

J. V. N. Vara Prasad

Keyword(s):

Enantiomeric Purity ◽

Chiral Synthesis ◽

Asymmetric Hydroboration ◽

Very High

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Chiral synthesis via organoboranes. 30. Facile synthesis, by the Matteson asymmetric homologation procedure, of .alpha.-methyl boronic acids not available from asymmetric hydroboration and their conversion into the corresponding aldehydes, ketones, carboxylic acids, and amines of high enantiomeric purity

The Journal of Organic Chemistry ◽

10.1021/jo00010a022 ◽

1991 ◽

Vol 56 (10) ◽

pp. 3286-3294 ◽

Cited By ~ 61

Author(s):

Milind V. Rangaishenvi ◽

Bakthan Singaram ◽

Herbert C. Brown

Keyword(s):

Carboxylic Acids ◽

Boronic Acids ◽

Enantiomeric Purity ◽

Facile Synthesis ◽

Chiral Synthesis ◽

Asymmetric Hydroboration

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ChemInform Abstract: Chiral Synthesis via Organoboranes. Part 32. Synthesis of B-(Cycloalk- 2-enyl)diisopinocampheylboranes of High Enantiomeric Purity via the Asymmetric Hydroboration of Cycloalka-1,3-dienes. Successful Asymmetric Allylborations of Aldeh

ChemInform ◽

10.1002/chin.199206071 ◽

2010 ◽

Vol 23 (6) ◽

pp. no-no

Author(s):

H. C. BROWN ◽

K. S. BHAT ◽

P. K. JADHAV

Keyword(s):

Enantiomeric Purity ◽

Chiral Synthesis ◽

Asymmetric Hydroboration

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Chiral synthesis via organoboranes. Part 32. Synthesis of B-(cycloalk-2-enyl)diisopinocampheylboranes of high enantiomeric purity via the asymmetric hydroboration of cycloalka-1,3-dienes. successful asymmetric allylborations of aldehydes with B-(cycloalk-2-enyl)diisopinocampheylboranes

Journal of the Chemical Society Perkin Transactions 1 ◽

10.1039/p19910002633 ◽

1991 ◽

pp. 2633 ◽

Cited By ~ 27

Author(s):

Herbert C. Brown ◽

Krishna S. Bhat ◽

Prabhakar K. Jadhav

Keyword(s):

Enantiomeric Purity ◽

Chiral Synthesis ◽

Asymmetric Hydroboration

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ChemInform Abstract: Chiral Synthesis via Organoboranes. Part 18. Selective Reductions. Part 43. Diisopinocampheylchloroborane as an Excellent Chiral Reducing Reagent for the Synthesis of Halo Alcohols of High Enantiomeric Purity. A Highly Enantioselectiv

ChemInform ◽

10.1002/chin.198848103 ◽

1988 ◽

Vol 19 (48) ◽

Author(s):

M. SREBNIK ◽

P. V. RAMACHANDRAN ◽

H. C. BROWN

Keyword(s):

Enantiomeric Purity ◽

Chiral Synthesis

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Application of optically active 1,2-diol monotosylates for synthesis of β-azido and β-amino alcohols with very high enantiomeric purity. Synthesis of enantiopure (R)-octopamine, (R)-tembamide and (R)-aegeline

Tetrahedron Asymmetry ◽

10.1016/s0957-4166(02)00322-1 ◽

2002 ◽

Vol 13 (11) ◽

pp. 1209-1217 ◽

Cited By ~ 26

Author(s):

Byung Tae Cho ◽

Sang Kyu Kang ◽

Sung Hye Shin

Keyword(s):

Amino Alcohols ◽

Enantiomeric Purity ◽

Optically Active ◽

Very High

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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

The Journal of Organic Chemistry ◽

10.1021/jo00248a005 ◽

1988 ◽

Vol 53 (13) ◽

pp. 2916-2920 ◽

Cited By ~ 92

Author(s):

Morris Srebnik ◽

P. V. Ramachandran ◽

Herbert C. Brown

Keyword(s):

Enantiomeric Purity ◽

Enantioselective Synthesis ◽

Optical Isomers ◽

Chiral Synthesis

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Direct chiral synthesis of boronic acids and esters of high optical purity via asymmetric hydroboration-displacement

Journal of the American Chemical Society ◽

10.1021/ja00379a068 ◽

1982 ◽

Vol 104 (15) ◽

pp. 4303-4304 ◽

Cited By ~ 28

Author(s):

Herbert C. Brown ◽

Prabhakar K. Jadhav ◽

Manoj C. Desai

Keyword(s):

Optical Purity ◽

Boronic Acids ◽

Chiral Synthesis ◽

Asymmetric Hydroboration ◽

High Optical Purity

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ChemInform Abstract: Chiral Synthesis via Organoboranes. Part 34. Selective Reductions. Part 47. Asymmetric Reduction of Hindered α,β-Acetylenic Ketones with B-Chlorodiisopinocampheylborane to Propargylic Alcohols of Very High Enantiomeric Excess. Improve

ChemInform ◽

10.1002/chin.199234068 ◽

2010 ◽

Vol 23 (34) ◽

pp. no-no

Author(s):

P. V. RAMACHANDRAN ◽

A. V. TEODOROVIC ◽

M. V. RANGAISHENVI ◽

H. C. BROWN

Keyword(s):

Asymmetric Reduction ◽

Enantiomeric Excess ◽

Chiral Synthesis ◽

Propargylic Alcohols ◽

Very High

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Chiral Synthesis via Organoboranes. 39. A Facile Synthesis of .gamma.-Substituted-.gamma.-butyrolactones in Exceptionally High Enantiomeric Purity

The Journal of Organic Chemistry ◽

10.1021/jo00081a014 ◽

1994 ◽

Vol 59 (2) ◽

pp. 365-369 ◽

Cited By ~ 84

Author(s):

Herbert C. Brown ◽

Shekhar V. Kulkarni ◽

Uday S. Racherla

Keyword(s):

Enantiomeric Purity ◽

Facile Synthesis ◽

Chiral Synthesis

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