Enantioselective addition of ArTi(OiPr)3 to aldehydes catalyzed by a titanium complex of an N-sulfonylated amino alcohol

RSC Advances ◽  
2015 ◽  
Vol 5 (13) ◽  
pp. 9368-9373 ◽  
Author(s):  
Shih-Ju Chang ◽  
Shuangliu Zhou ◽  
Han-Mou Gau
Keyword(s):  
Amino Alcohol ◽  
Amino Alcohols ◽  
Secondary Alcohols ◽  
Titanium Catalyst ◽  
Titanium Complex ◽  
Enantioselective Addition ◽  
Asymmetric Additions

Asymmetric additions of ArTi(OiPr)3 to aldehydes catalyzed by a titanium catalyst of N-sulfonylated amino alcohols to afford desired secondary alcohols in good yields with good to excellent enantioselectivities of up to 95% ee.

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

2007 ◽  
Vol 60 (3) ◽  
pp. 196 ◽  
Author(s):  
Namdev S. Vatmurge ◽  
Braja G. Hazra ◽  
Vandana S. Pore
Keyword(s):  
Amino Alcohol ◽  
Good Yield ◽  
Asymmetric Reduction ◽  
Enantiomeric Excess ◽  
Amino Alcohols ◽  
Secondary Alcohols ◽  
Aromatic Ketones ◽  
Enantioselective Reduction ◽  
Aryl Ketones

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.

A Convenient Synthesis of Piperidine-Based β-Amino Alcohols from L-Phe and Highly Enantioselective Addition of Diethyl Zinc to Aldehydes.

ChemInform ◽  
2003 ◽  
Vol 34 (28) ◽  
Author(s):  
Chao-shan Da ◽  
Zhi-jian Han ◽  
Ming Ni ◽  
Fan Yang ◽  
Da-xue Liu ◽  
...  
Keyword(s):  
Amino Alcohols ◽  
Diethyl Zinc ◽  
Convenient Synthesis ◽  
Enantioselective Addition

scholarly journals De Novo Chiral Amino Alcohols in Catalyzing Asymmetric Additions to Aryl Aldehydes.

ChemInform ◽  
2006 ◽  
Vol 37 (35) ◽  
Author(s):  
Jian Huang ◽  
James C. Ianni ◽  
Jennifer E. Antoline ◽  
Richard P. Hsung ◽  
Marisa C. Kozlowski
Keyword(s):  
De Novo ◽  
Amino Alcohols ◽  
Aryl Aldehydes ◽  
Asymmetric Additions ◽  
Chiral Amino Alcohols

ChemInform Abstract: Synthesis of 1,2- and 1,4-Amino Alcohols from 1,3-Dienes via Oxazines. Rearrangements of 1,4-Amino Alcohol Derivatives to Oxazolines.

ChemInform ◽  
2010 ◽  
Vol 41 (37) ◽  
pp. no-no
Author(s):  
Lukas Werner ◽  
Jason Reed Hudlicky ◽  
Martina Wernerova ◽  
Tomas Hudlicky
Keyword(s):  
Amino Alcohol ◽  
Amino Alcohols

De Novo Chiral Amino Alcohols in Catalyzing Asymmetric Additions to Aryl Aldehydes

2006 ◽  
Vol 8 (8) ◽  
pp. 1565-1568 ◽  
Author(s):  
Jian Huang ◽  
James C. Ianni ◽  
Jennifer E. Antoline ◽  
Richard P. Hsung ◽  
Marisa C. Kozlowski
Keyword(s):  
De Novo ◽  
Amino Alcohols ◽  
Aryl Aldehydes ◽  
Asymmetric Additions ◽  
Chiral Amino Alcohols

Tricyclic psychotropic agents containing two chalcogen atoms in the central ring: 8-Substituted 6-(4-piperidyl)-6H-dibenz[b,e]-1,4-oxathiepins

1982 ◽  
Vol 47 (11) ◽  
pp. 3077-3093 ◽  
Author(s):  
Karel Šindelář ◽  
Jiřina Metyšová ◽  
Jiří Holubek ◽  
Emil Svátek ◽  
Jiří Protiva ◽  
...  
Keyword(s):  
Secondary Amine ◽  
Amino Alcohol ◽  
Sodium Hydride ◽  
Amino Alcohols ◽  
Central Ring ◽  
Psychotropic Agents ◽  
High Degree ◽  
By Products ◽  
Antiapomorphine Effect ◽  
Central Depressant

2-(2-Fluorophenylthio)benzaldehydes IXa-c and 5-chloro-2-(2-fluorophenylthio)acetophenone were treated with 1-methyl-4-piperidylmagnesium chloride and 3-dimethylaminopropylmagnesium chloride, respectively, and the resulting amino alcohols VIa-c, XVII and XVIII were cyclized with sodium hydride in dimethylformamide. In addition to the title compounds Ia-c, XIX and XX, several types of by-products were obtained. Demethylation of compound Ib by the chloroformate method afforded the secondary amine IIb which was transformed to the amino alcohols IIIb and Vb. Compounds Ia-c are very potent neuroleptics with a high degree of central depressant and cataleptic activity. The amino alcohol Vb exhibits a very strong antiapomorphine effect in rats.

ChemInform Abstract: Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Catalyzed by Pyrrolidine and Piperidine β-Amino Alcohols.

ChemInform ◽  
2009 ◽  
Vol 40 (51) ◽  
pp. no-no
Author(s):  
Peyman Salehi ◽  
Minoo Dabiri ◽  
Gholamreza Kozehgary ◽  
Seddigheh Heydari
Keyword(s):  
Aromatic Aldehydes ◽  
Amino Alcohols ◽  
Enantioselective Addition

β-Amino Alcohol Organocatalysts for Asymmetric Additions

Heterocycles ◽  
2018 ◽  
Vol 97 (2) ◽  
pp. 647 ◽  
Author(s):  
Hiroto Nakano ◽  
Isiaka Alade Owolabi ◽  
Madhu Chennapuram ◽  
Yuko Okuyama ◽  
Eunsang Kwon ◽  
...  
Keyword(s):  
Amino Alcohol ◽  
Asymmetric Additions
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