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

Herbert C. Brown; Ramachandra G. Naik; Raman K. Bakshi; Chongsuh Pyun; Bakthan Singaram

doi:10.1021/jo00350a031

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. 8. Synthetic utility of boronic esters of essentially 100% optical purity. Synthesis of primary amines of very high enantiomeric purities

Journal of the American Chemical Society ◽

10.1021/ja00281a050 ◽

1986 ◽

Vol 108 (21) ◽

pp. 6761-6764 ◽

Cited By ~ 76

Author(s):

Herbert C. Brown ◽

Kee Won. Kim ◽

Thomas E. Cole ◽

Bakthan. Singaram

Keyword(s):

Optical Purity ◽

Primary Amines ◽

Chiral Synthesis ◽

Boronic Esters ◽

Synthetic Utility ◽

Very High

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ChemInform Abstract: Chiral Synthesis via Organoboranes. Part 8. Synthetic Utility of Boronic Esters of Essentially 100% Optical Purity. Synthesis of Primary Amines of Very High Enantiomeric Purities.

ChemInform ◽

10.1002/chin.198710117 ◽

1987 ◽

Vol 18 (10) ◽

Author(s):

H. C. BROWN ◽

K.-W. KIM ◽

T. E. COLE ◽

B. SINGARAM

Keyword(s):

Optical Purity ◽

Primary Amines ◽

Chiral Synthesis ◽

Boronic Esters ◽

Synthetic Utility ◽

Very High

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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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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. 12. Conversion of boronic esters of essentially 100% optical purity into monoalkylthexylboranes providing convenient synthetic routes to trans-olefins, cis-olefins, alkynes, and ketones of very high enantiomeric purities

Journal of the American Chemical Society ◽

10.1021/ja00213a028 ◽

1988 ◽

Vol 110 (5) ◽

pp. 1529-1534 ◽

Cited By ~ 40

Author(s):

Herbert C. Brown ◽

Raman K. Bakshi ◽

Bakthan. Singaram

Keyword(s):

Optical Purity ◽

Chiral Synthesis ◽

Boronic Esters ◽

Synthetic Routes ◽

Very High

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Hydroboration. 68. Chiral synthesis via organoboranes. 1. A simple procedure to achieve products of essentially 100% optical purity in hydroboration of alkenes with monoisopinocampheylborane. Synthesis of boronic esters and derived products of very high enantiomeric purities

Journal of the American Chemical Society ◽

10.1021/ja00318a040 ◽

1984 ◽

Vol 106 (6) ◽

pp. 1797-1800 ◽

Cited By ~ 58

Author(s):

Herbert C. Brown ◽

Bakthan Singaram

Keyword(s):

Simple Procedure ◽

Optical Purity ◽

Chiral Synthesis ◽

Boronic Esters ◽

Very High

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ChemInform Abstract: CHIRAL SYNTHESIS VIA ORGANOBORANES. 3. CONVERSION OF BORONIC ESTERS OF ESSENTIALLY 100% OPTICAL PURITY TO ALDEHYDES, ACIDS, AND HOMOLOGATED ALCOHOLS OF VERY HIGH ENANTIOMERIC PURITIES

Chemischer Informationsdienst ◽

10.1002/chin.198549234 ◽

1985 ◽

Vol 16 (49) ◽

Author(s):

H. C. BROWN ◽

T. IMAI ◽

M. C. DESAI ◽

B. SINGARAM

Keyword(s):

Optical Purity ◽

Chiral Synthesis ◽

Boronic Esters ◽

Very High

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Chiral synthesis via organoboranes. 3. Conversion of boronic esters of essentially 100% optical purity to aldehydes, acids, and homologated alcohols of very high enantiomeric purities

Journal of the American Chemical Society ◽

10.1021/ja00303a026 ◽

1985 ◽

Vol 107 (17) ◽

pp. 4980-4983 ◽

Cited By ~ 38

Author(s):

Herbert C. Brown ◽

Toshiro Imai ◽

Manoj C. Desai ◽

Bakthan Singaram

Keyword(s):

Optical Purity ◽

Chiral Synthesis ◽

Boronic Esters ◽

Very High

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ChemInform Abstract: Chiral Synthesis via Organoboranes. Part 4. Synthetic Utility of Boronic Esters of Essentially 100% Optical Purity.

Chemischer Informationsdienst ◽

10.1002/chin.198627226 ◽

1986 ◽

Vol 17 (27) ◽

Author(s):

H. C. BROWN ◽

R. G. NAIK ◽

R. K. BAKSHI ◽

C. PYUN ◽

B. SINGARAM

Keyword(s):

Optical Purity ◽

Chiral Synthesis ◽

Boronic Esters ◽

Synthetic Utility

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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 novel and quantitative synthesis of lithium monoalkyl- and dialkylborohydrides of essentially 100% optical purity

Journal of the American Chemical Society ◽

10.1021/ja00288a031 ◽

1985 ◽

Vol 107 (2) ◽

pp. 460-464 ◽

Cited By ~ 26

Author(s):

Herbert C. Brown ◽

Bakthan Singaram ◽

Thomas E. Cole

Keyword(s):

Lithium Aluminum Hydride ◽

Optical Purity ◽

Aluminum Hydride ◽

Lithium Aluminum ◽

Chiral Synthesis ◽

High Optical Purity ◽

Boronic Esters ◽

Quantitative Synthesis ◽

Optically Pure ◽

Very High

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