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

Herbert C. Brown; Bakthan Singaram; Thomas E. Cole

doi:10.1021/ja00288a031

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

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

Addition compounds of alkali-metal hydrides. 25. Rapid reaction of boronic esters and acids with lithium aluminum hydride. A novel and quantitative synthesis of lithium monoorganylborohydrides

Organometallics ◽

10.1021/om00083a022 ◽

1984 ◽

Vol 3 (5) ◽

pp. 774-777 ◽

Cited By ~ 53

Author(s):

Bakthan Singaram ◽

Thomas E. Cole ◽

Herbert C. Brown

Keyword(s):

Alkali Metal ◽

Lithium Aluminum Hydride ◽

Aluminum Hydride ◽

Metal Hydrides ◽

Lithium Aluminum ◽

Boronic Esters ◽

Quantitative Synthesis ◽

Rapid Reaction

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

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: RAPID REACTION OF TRIALKYLBORANES WITH LITHIUM ALUMINUM HYDRIDE IN THE PRESENCE OF TRIETHYLENEDIAMINE. FACILE AND QUANTITATIVE SYNTHESIS OF LITHIUM TRIALKYLBOROHYDRIDES INCLUDING DERIVATIVES WITH EXCEPTIONALLY LARGE STERIC REQUIREMENT

Chemischer Informationsdienst ◽

10.1002/chin.198018257 ◽

1980 ◽

Vol 11 (18) ◽

Author(s):

H. C. BROWN ◽

J. L. HUBBARD ◽

B. SINGARAM

Keyword(s):

Lithium Aluminum Hydride ◽

Aluminum Hydride ◽

Lithium Aluminum ◽

Quantitative Synthesis ◽

Rapid Reaction

Download Full-text

ChemInform Abstract: ADDITION COMPOUNDS OF ALKALI METAL HYDRIDES. XIX. RAPID REACTION OF TRIALKYLBORANES WITH LITHIUM ALUMINUM HYDRIDE IN THE PRESENCE OF TRIETHYLENEDIAMINE. A FACILE AND QUANTITATIVE SYNTHESIS OF LITHIUM TRIALKYLBOROHYDRIDES, INCLUDING DE

Chemischer Informationsdienst ◽

10.1002/chin.198141232 ◽

1981 ◽

Vol 12 (41) ◽

Author(s):

H. C. BROWN ◽

J. L. HUBBARD ◽

B. SINGARAM

Keyword(s):

Alkali Metal ◽

Lithium Aluminum Hydride ◽

Aluminum Hydride ◽

Metal Hydrides ◽

Lithium Aluminum ◽

Quantitative Synthesis ◽

Rapid Reaction

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

ChemInform Abstract: ADDITION COMPOUNDS OF ALKALI-METAL HYDRIDES. 21. RAPID REACTION OF DIALKYL- AND MONOALKYLBORANES WITH LITHIUM ALUMINUM HYDRIDE IN THE PRESENCE OF TRIETHYLENEDIAMINE. A FACILE AND QUANTITATIVE SYNTHESIS OF LITHIUM DIALKYL- AND MONOALKY

Chemischer Informationsdienst ◽

10.1002/chin.198219281 ◽

1982 ◽

Vol 13 (19) ◽

Author(s):

H. C. BROWN ◽

B. SINGARAM ◽

P. C. MATHEW

Keyword(s):

Alkali Metal ◽

Lithium Aluminum Hydride ◽

Aluminum Hydride ◽

Metal Hydrides ◽

Lithium Aluminum ◽

Quantitative Synthesis ◽

Rapid Reaction

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