19901-87-2Relevant articles and documents
Regio- and stereoselective multi-enzymatic aminohydroxylation of β-methylstyrene using dioxygen, ammonia and formate
Corrado, Maria L.,Knaus, Tanja,Mutti, Francesco G.
, p. 6246 - 6251 (2019/12/03)
We report an enzymatic route for the formal regio- and stereoselective aminohydroxylation of β-methylstyrene that consumes only dioxygen, ammonia and formate; carbonate is the by-product. The biocascade entails highly selective epoxidation, hydrolysis and hydrogen-borrowing alcohol amination. Thus, β-methylstyrene was converted into 1R,2R and 1S,2R-phenylpropanolamine in 59-63% isolated yields, and up to >99.5 : 0.5 dr and er.
Enantioselective synthesis of cyclic sulfamidates by using chiral rhodium-catalyzed asymmetric transfer hydrogenation
Kang, Soyeong,Han, Juae,Lee, Eun Sil,Choi, Eun Bok,Lee, Hyeon-Kyu
supporting information; experimental part, p. 4184 - 4187 (2010/11/19)
Asymmetric transfer hydrogenation (ATH) of cyclic sulfamidate imines 4 and 9, using a HCO2H/Et3N mixture as the hydrogen source and well-defined chiral Rh catalysts (S,S)- or (R,R)-2, CpRhCl(TsDPEN), effectively produces the corresponding cyclic sulfamidates with excellent yields and enantioselectivities at room temperature within 0.5 h. ATH of 4,5-disubstituted imines 9, having preexisting stereogenic centers, is shown to take place with dynamic kinetic resolution.
Platinum-Catalyzed Intramolecular Hydrosilation of Allylamines: Formation of 1-Aza-2-silacyclobutanes and Application to Stereoselective Synthesis of 2-Amino Alcohols
Tamao, Kohei,Nakagawa, Yoshiki,Ito, Yoshihiko
, p. 3438 - 3439 (2007/10/02)
N,N-Bis(dimethylsilyl)allylamines undergo intramolecular hydrosilation in the presence of Pt2O>2 (0.2 mol percent) to form four-membered cyclic compounds, 1-aza-2-silacyclobutane derivatives, which can be transformed into 2-amino alcohols by oxidation with 30percent H2O2 in the presence of KF and KHCO3.
DIASTEREOSELECTIVE PREPARATION OF ANTI-β-AMINO ALCOHOLS VIA MICHAEL ADDITION OF ALKOXIDE ANIONS TO NITROOLEFINS AND SUBSEQUENT HYDROGENATION REACTION
Kamimura, Akio,Ono, Noboru
, p. 731 - 734 (2007/10/02)
Diastereoselective conjugate addition of benzylalkoxide anion to nitroolefins and subsequent hydrogenation reaction provide a new convenient method for the preparation of anti-β-amino alcohols.
STEREOSELECTIVE CATALYTIC HYDROGENERATION OF alpha -HYDROXY KETOXIMES.
Harada,Shiono
, p. 1040 - 1045 (2007/10/02)
Two isomers (E and Z) of benzoin oxime and 2-hydroxy-1-phenyl-1-propanone oxime were catalytically hydrogenated by using palladium on charcoal and erythro amino alcohols were obtained in about 80% diastereomeric excess. The syn-anti isomerization of these oximes in the presence of palladium on charcoal was also studied in connection with the stereoselectivity of the catalytic hydrogenation of the oximes.