Chiral synthesis via organoboranes. 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, nitriles, and ketones

Herbert C. Brown; Navalkishore N. Joshi; Chongsuh Pyun; Bakthan Singaram

doi:10.1021/ja00187a030

Chiral synthesis via organoboranes. 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, nitriles, and ketones

Journal of the American Chemical Society ◽

10.1021/ja00187a030 ◽

1989 ◽

Vol 111 (5) ◽

pp. 1754-1758 ◽

Cited By ~ 27

Author(s):

Herbert C. Brown ◽

Navalkishore N. Joshi ◽

Chongsuh Pyun ◽

Bakthan Singaram

Keyword(s):

Optical Purity ◽

Optically Active ◽

Chiral Synthesis ◽

High Optical Purity ◽

Boronic Esters ◽

Very High

Download Full-text

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

Download Full-text

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

Download Full-text

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

Download Full-text

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

Download Full-text

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

Download Full-text

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

Download Full-text

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

Download Full-text

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

Download Full-text

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

Download Full-text

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

Download Full-text