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

Herbert C. Brown; Prabhakar K. Jadhav; Manoj C. Desai

doi:10.1021/ja00379a068

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: DIRECT CHIRAL SYNTHESIS OF BORONIC ACIDS AND ESTERS OF HIGH OPTICAL PURITY VIA ASYMMETRIC HYDROBORATION-DISPLACEMENT

Chemischer Informationsdienst ◽

10.1002/chin.198244265 ◽

1982 ◽

Vol 13 (44) ◽

Author(s):

H. C. BROWN ◽

P. K. JADHAV ◽

M. C. DESAI

Keyword(s):

Optical Purity ◽

Boronic Acids ◽

Chiral Synthesis ◽

Asymmetric Hydroboration ◽

High Optical Purity

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Chiral synthesis via organoboranes. 45. Asymmetric hydroboration of 1-cyclopentenol derivatives using diisopinocampheylborane. Synthesis of optically active cyclopentane-1,2-diol derivatives of high optical purity

Journal of Organometallic Chemistry ◽

10.1016/s0022-328x(99)00047-9 ◽

1999 ◽

Vol 581 (1-2) ◽

pp. 116-121 ◽

Cited By ~ 8

Author(s):

Herbert C. Brown ◽

Dhanabalan Murali ◽

Bakthan Singaram

Keyword(s):

Optical Purity ◽

Optically Active ◽

Chiral Synthesis ◽

Asymmetric Hydroboration ◽

High Optical Purity ◽

Derivatives Of

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ChemInform Abstract: Chiral Synthesis via Organoboranes. Part 19. The Successful One-Carbon Homologation of Heterocyclic Boronate Esters with High Optical Purity.

ChemInform ◽

10.1002/chin.198933229 ◽

1989 ◽

Vol 20 (33) ◽

Author(s):

H. C. BROWN ◽

A. K. GUPTA ◽

M. V. RANGAISHENVI ◽

J. V. N. V. PRASAD

Keyword(s):

Optical Purity ◽

Chiral Synthesis ◽

Boronate Esters ◽

High Optical Purity

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ChemInform Abstract: Chiral Synthesis via Organoboranes. Part 20. Conversion of Boronic Esters of Essentially 100% Optical Purity to B-Alkyl-9-borabicyclo(3.3.1)nonanes of Very High Optical Purity. Synthesis of Optically Active Homologated Esters, Nitrile

ChemInform ◽

10.1002/chin.198923060 ◽

1989 ◽

Vol 20 (23) ◽

Author(s):

H. C. BROWN ◽

N. N. JOSHI ◽

C. PYUN ◽

B. SINGARAM

Keyword(s):

Optical Purity ◽

Optically Active ◽

Chiral Synthesis ◽

High Optical Purity ◽

Boronic Esters ◽

Very High

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Chiral synthesis via organoboranes. 4. Synthetic utility of boronic esters of essentially 100% optical purity. Synthesis of homologated boronic acids and esters of very high enantiomeric purities

The Journal of Organic Chemistry ◽

10.1021/jo00350a031 ◽

1985 ◽

Vol 50 (26) ◽

pp. 5586-5592 ◽

Cited By ~ 32

Author(s):

Herbert C. Brown ◽

Ramachandra G. Naik ◽

Raman K. Bakshi ◽

Chongsuh Pyun ◽

Bakthan Singaram

Keyword(s):

Optical Purity ◽

Boronic Acids ◽

Chiral Synthesis ◽

Boronic Esters ◽

Synthetic Utility ◽

Very High

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Chiral synthesis VIA organoboranes. 26. An efficient synthesis of isoprenyl derivatives of borane - valuable reagents for the isoprenylboration of aldehydes. A convenient route to both enantiomers of ipsenol and ipsdienol in high optical purity

Tetrahedron ◽

10.1016/s0040-4020(01)85575-7 ◽

1990 ◽

Vol 46 (13-14) ◽

pp. 4463-4472 ◽

Cited By ~ 46

Author(s):

Herbert C. Brown ◽

Ramnarayan S. Randad

Keyword(s):

Optical Purity ◽

Efficient Synthesis ◽

Chiral Synthesis ◽

High Optical Purity ◽

Convenient Route ◽

Derivatives Of

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ChemInform Abstract: CHIRAL SYNTHESIS VIA ORGANOBORANES. 2. RAPID REACTION OF BORONIC ESTERS OF VERY HIGH OPTICAL PURITY WITH LITHIUM ALUMINUM HYDRIDE. FACILE REACTION OF ESSENTIALLY OPTICALLY PURE BORINIC ESTERS WITH LITHIUM MONOETHOXYALUMINOHYDRIDE. A N

Chemischer Informationsdienst ◽

10.1002/chin.198521284 ◽

1985 ◽

Vol 16 (21) ◽

Author(s):

H. C. BROWN ◽

B. SINGARAM ◽

T. E. COLE

Keyword(s):

Lithium Aluminum Hydride ◽

Optical Purity ◽

Aluminum Hydride ◽

Lithium Aluminum ◽

Chiral Synthesis ◽

High Optical Purity ◽

Boronic Esters ◽

Rapid Reaction ◽

Optically Pure ◽

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: HYDROBORATION. 61. DIISOPINOCAMPHEYLBORANE OF HIGH OPTICAL PURITY. IMPROVED PREPARATION AND ASYMMETRIC HYDROBORATION OF REPRESENTATIVE CIS-DISUBSTITUTED ALKENES

Chemischer Informationsdienst ◽

10.1002/chin.198322105 ◽

1983 ◽

Vol 14 (22) ◽

Author(s):

H. C. BROWN ◽

M. C. DESAI ◽

P. K. JADHAV

Keyword(s):

Optical Purity ◽

Asymmetric Hydroboration ◽

High Optical Purity

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Hydroboration. 61. Diisopinocampheylborane of high optical purity. Improved preparation and asymmetric hydroboration of representative cis-disubstituted alkenes

The Journal of Organic Chemistry ◽

10.1021/jo00147a004 ◽

1982 ◽

Vol 47 (26) ◽

pp. 5065-5069 ◽

Cited By ~ 104

Author(s):

Herbert C. Brown ◽

Manoj C. Desai ◽

Prabhakar K. Jadhav

Keyword(s):

Optical Purity ◽

Asymmetric Hydroboration ◽

High Optical Purity

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