89357-33-5Relevant academic research and scientific papers
Asymmetric ring opening of meso-epoxides with aromatic amines using (R)-(+)-BINOL-Sc(OTf)3-NMM complex as an efficient catalyst
More, Ganesh V.,Bhanage, Bhalchandra M.
, p. 6900 - 6906 (2013/11/06)
This work reports the asymmetric ring-opening reaction of meso-epoxides with aromatic amines by using the highly efficient in situ generated (R)-(+)-BINOL-Sc(OTf)3-N-methylmorpholine complex. The asymmetric ring opening of cis-stilbene oxide wi
Asymmetric ring opening of meso-epoxides with aromatic amines catalyzed by a new proline-based N,N′-dioxide-indium tris(triflate) complex
Gao, Bo,Wen, Yuehong,Yang, Zhigang,Huang, Xiao,Liu, Xiaohua,Feng, Xiaoming
supporting information; experimental part, p. 385 - 390 (2009/04/08)
The catalytic asymmetric ring opening of meso-epoxides with aromatic amines was achieved using a new proline-based N,N′-dioxide-indium tris(triflate) complex in high yields (up to 99%) with excellent enantioselectivities (up to 99% ee) under mild conditio
Chiral recyclable dimeric and polymeric Cr(III) salen complexes catalyzed aminolytic kinetic resolution of trans-aromatic epoxides under microwave irradiation
Kureshy, Rukhsana I.,Prathap, K. Jeya,Singh, Surendra,Agrawal, Santosh,Khan, Noor-Ul H.,Abdi, Sayed H.R.,Jasra, Raksh V.
, p. 809 - 815 (2013/08/22)
Aminolytic kinetic resolution (AKR) of trans-stilbene oxide and trans-β-methyl styrene oxide proceeded smoothly under microwave irradiation using chiral dimeric and polymeric Cr(III) salen complexes as efficient catalysts, giving regio-, diastereo-, and enantioselective anti-β-amino alcohols in high yields (49%) and chiral purity (ee up to 94%) in case of 4-methylaniline within 2 min. The kinetic resolution system is approximately five times faster than traditional oil bath heating at 70°C and 420 times faster than the reaction conducted at room temperature with concomitant recovery of respective chirally enriched epoxides (ee, 92%) in excellent yields (up to 48%). The catalyst 1 worked well in terms of enantioselectivity than the catalyst 2, but both the catalysts were easily recovered and reused five times with the retention of its efficiency.
Crossed pinacol coupling reaction between aldehydes and imines: A rapid access to 1,2-amino alcohols
Shimizu, Makoto,Iwata, Atsushi,Makino, Hiroaki
, p. 1538 - 1540 (2007/10/03)
In the presence of zinc, boron trifluoride etherate, and methyltrichlorosilane, aldehydes and imines underwent a crossed pinacol coupling reaction to give 1,2-amino alcohols in good to excellent yields.
Carbon-carbon bond fragmentation in aminoalcohol radical cations. Kinetics, thermodynamic correlations, and mechanism
Burton, Richard D.,Bartberger, Michael D.,Zhang, Yin,Eyler, John R.,Schanze, Kirk S.
, p. 5655 - 5664 (2007/10/03)
A detailed study of the kinetics, thermodynamics and mechansim of carbon-carbon bond fragmentation in a series of aminoalcohol radical cations is presented. The compounds that provide the basis for this investigation are derived from the parent structure,
Stereochemistry of Imino-group Reduction. Part 3. The Hydride Reduction of Achiral Benzil Monoimines
Alcaide, Benito,Lopez-Mardomingo, Carmen,Perez-Ossorio, Rafael,Plumet, Joaquin
, p. 1649 - 1654 (2007/10/02)
The RR,SS:RS,SR ratio of diastereoisomeric amino-alcohols obtained from the lithium aluminium hydride reduction of the monoimines prepared by reaction of benzil and various aliphatic and aromatic achiral amines has been determined.Stereochemical results a
