26685-87-0Relevant academic research and scientific papers
An effective approach to the enantiomers of alicyclic β-aminonitriles by using lipase catalysis
Fitz, Monika,Lundell, Katri,Lindroos, Maria,Fueloep, Ferenc,Kanerva, Liisa T.
, p. 3690 - 3697 (2007/10/03)
Lipase-catalyzed N-acylations of racemic cis- and trans-2- aminocyclopentane- (and cyclohexane-) carbonitriles with 2,2,2-trifluoethyl butanoate in tert-butyl methyl ether (TBME) and in room-temperature ionic liquids (RTILs) were studied. The racemates were effectively resolved (E >200) on a preparative scale by lipase PS-C II (lipase from Burkholderia cepacia) in TBME, resulting in two enantiomers in their enantiopure forms at 50% conversion. The reactions in RTILs with Novozym 435 (Candida antarctica lipase B) were slow and proceeded with low enantioselectivity.
EXPERIMENTAL STUDIES OF THE ANOMERIC EFFECT. PART 2 RING INVERSION AND NITROGEN INVERSION EQUILIBRIA IN CIS-DECAHYDROQUINAZOLINES
Booth, Harold,Khedhair, Khedhair A.,Al-Shirayda, Hatif A. R. Y.
, p. 1465 - 1476 (2007/10/02)
The positions of conformational equilibria due to the double ring inversion in cis-decahydroquinazoline (7-->//07-->8 1.08 kcal mol-1; -ΔG09-->10 1.10 kcal mol-1) for the conformation which would allow the lone pairs on N(1) and N(3) to lie on the hindered 'inside' face of the molecules.However, the values of 3J(CHNH) coupling constants for both cis-decahydro-3-methylquinazoline (10) and cis (4aH, 8aH) cis (2H, 8aH)-decahydro-2,3-dimethylquinazoline (14) show that the N-inversion equilibrium at N(1) prefers the conformation in which N(1)-H is 'inside' (axial), and N(1)-lone pair equatorial, thus demonstrating the ability of the anomeric effect to outweigh steric repulsions.
Nuclear Magnetic Resonance and Circular Dichroism Spectra of 2-(Aminomethyl)cyclohexylamine Platinum(II) Complexes
Okamoto, Koji,Noji, Masahide,Kidani, Yoshinori
, p. 713 - 718 (2007/10/02)
Six-membered platinum(II) complexes of 2-(aminomethyl)cyclohexylamine (=amcha), whose four isomers are (1R,2R)-, (1S,2S)-, (1R,2S)-, and (1S,2R)-amcha, were synthesized.The conformations of Cl2, Cl2. Cl2, and Cl2 were determined by 1H-NMR, 13C-NMR, and CD spectra.It is proposed that Cl2 and Cl2 take a fixed chair form with a dihedral angle (Pt-N-C(1)-C(6)) of 180 deg, while Cl2 and Cl2 are interconverting between two chair forms.
