Asymmetric reduction of prochiral ketones using in situ generated oxazaborolidines derived from amino alcohols of (1R)-camphor as catalysts

Tetrahedron Asymmetry ◽

10.1016/s0957-4166(00)00320-7 ◽

2000 ◽

Vol 11 (17) ◽

pp. 3553-3560 ◽

Author(s):

V Santhi ◽

J.Madhusudana Rao

Keyword(s):

Asymmetric Reduction ◽

Amino Alcohols ◽

Prochiral Ketones

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ChemInform Abstract: Asymmetric Reduction of Prochiral Ketones Using in situ Generated Oxazaborolidines Derived from Amino Alcohols of (1R)-Camphor as Catalysts.

10.1002/chin.200109024 ◽

2001 ◽

Vol 32 (9) ◽

pp. no-no

Author(s):

V. Santhi ◽

Madhusudana J. Rao

Keyword(s):

Asymmetric Reduction ◽

Amino Alcohols ◽

Prochiral Ketones

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(2S)-2-Anilinomethylpyrrolidine: an efficient in situ recyclable chiral catalytic source for the borane-mediated asymmetric reduction of prochiral ketones in refluxing toluene

Tetrahedron Asymmetry ◽

10.1016/j.tetasy.2006.03.021 ◽

2006 ◽

Vol 17 (7) ◽

pp. 1041-1044 ◽

Author(s):

Deevi Basavaiah ◽

Kalapala Venkateswara Rao ◽

Bhavanam Sekhara Reddy

Keyword(s):

Asymmetric Reduction ◽

Prochiral Ketones

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(5S)-1,3-Diaza-2-imino-3-phenylbicyclo[3.3.0]octane: first example of guanidine based in situ recyclable chiral catalytic source for borane-mediated asymmetric reduction of prochiral ketones

Tetrahedron Asymmetry ◽

10.1016/j.tetasy.2006.03.020 ◽

2006 ◽

Vol 17 (7) ◽

pp. 1036-1040 ◽

Author(s):

Deevi Basavaiah ◽

Kalapala Venkateswara Rao ◽

Bhavanam Sekhara Reddy

Keyword(s):

Asymmetric Reduction ◽

Prochiral Ketones

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Asymmetric Reduction of Prochiral Ketones Using in situ Generated Oxazaborolidine Derived from (1S,2S,3R,4R)-3-Amino-7,7-dimethoxynorbornan-2-ol. An Efficient Synthesis of Enantiopure (R)-Tomoxetine.

10.1002/chin.200519033 ◽

2005 ◽

Vol 36 (19) ◽

Author(s):

Alexandre A. M. Lapis ◽

Angelo de Fatima ◽

Jose E. D. Martins ◽

Valentim E. U. Costa ◽

Ronaldo A. Pilli

Keyword(s):

Asymmetric Reduction ◽

Efficient Synthesis ◽

Prochiral Ketones

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(5S)-1,3-Diaza-2-imino-3-phenylbicyclo[3.3.0]octane: First Example of Guanidine Based in situ Recyclable Chiral Catalytic Source for Borane-Mediated Asymmetric Reduction of Prochiral Ketones.

10.1002/chin.200643079 ◽

2006 ◽

Vol 37 (43) ◽

Author(s):

Deevi Basavaiah ◽

Kalapala Venkateswara Rao ◽

Bhavanam Sekhara Reddy

Keyword(s):

Asymmetric Reduction ◽

Prochiral Ketones

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Asymmetric reduction of prochiral ketones with borane using chiral squaric amino alcohols derived from camphor as catalysts

Journal of Molecular Catalysis A Chemical ◽

10.1016/j.molcata.2005.07.020 ◽

2005 ◽

Vol 242 (1-2) ◽

pp. 57-61 ◽

Author(s):

Hai-Hua Zou ◽

Jian Hu ◽

Ji Zhang ◽

Jing-Song You ◽

Dan Ma ◽

...

Keyword(s):

Asymmetric Reduction ◽

Amino Alcohols ◽

Prochiral Ketones

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(2S)-2-Anilinomethylpyrrolidine: An Efficient in situ Recyclable Chiral Catalytic Source for the Borane-Mediated Asymmetric Reduction of Prochiral Ketones (I) in Refluxing Toluene.

10.1002/chin.200643080 ◽

2006 ◽

Vol 37 (43) ◽

Author(s):

Deevi Basavaiah ◽

Kalapala Venkateswara Rao ◽

Bhavanam Sekhara Reddy

Keyword(s):

Asymmetric Reduction ◽

Prochiral Ketones

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ChemInform Abstract: Asymmetric Reduction of Prochiral Ketones with N-Sulfonylated Amino Alcohols as Catalysts.

10.1002/chin.200833082 ◽

2008 ◽

Vol 39 (33) ◽

Author(s):

Zhongqiang Zhou ◽

Yajing Guo

Keyword(s):

Asymmetric Reduction ◽

Amino Alcohols ◽

Prochiral Ketones

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A Convenient Method for the Preparation of Oxazaborolidine Catalysts in situ Using (S)-α,α-Diphenylpyrrolidinemethanol, Tetrabutylammonium Borohydride, and Methyl Iodide for the Asymmetric Reduction of Prochiral Ketones.

10.1002/chin.200723067 ◽

2007 ◽

Vol 38 (23) ◽

Author(s):

Shaik Anwar ◽

Mariappan Periasamy

Keyword(s):

Methyl Iodide ◽

Convenient Method ◽

Asymmetric Reduction ◽

Prochiral Ketones

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Syntheses of 1,2-Amino Alcohols and Their Applications for Oxazaborolidine Catalyzed Enantioselective Reduction of Aromatic Ketones

Australian Journal of Chemistry ◽

10.1071/ch06412 ◽

2007 ◽

Vol 60 (3) ◽

pp. 196 ◽

Author(s):

Namdev S. Vatmurge ◽

Braja G. Hazra ◽

Vandana S. Pore

Keyword(s):

Amino Alcohol ◽

Asymmetric Reduction ◽

Enantiomeric Excess ◽

Amino Alcohols ◽

Secondary Alcohols ◽

Aromatic Ketones ◽

Enantioselective Reduction ◽

Six new chiral 1,2-amino alcohol derivatives have been synthesized starting from (1R,2R)-2-amino-1-phenylpropane-1,3-diol. Asymmetric reduction of aryl ketones with in-situ generated oxazaborolidine from these amino alcohol derivatives and BH3·Me2S afforded secondary alcohols with good yield and moderate to high enantiomeric excess.

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