81583-85-9Relevant academic research and scientific papers
Photochemical and Thermal Rearrangement of Oxaziridines. Experimental Evidence in Support of the Stereoelectronic Control Theory
Lattes, Armand,Oliveros, Esther,Riviere, Monique,Belzecki, Czeslaw,Mostowicz, Danuta,et al.
, p. 3929 - 3934 (1982)
The irradiation of an optically pure isomer of a spirooxaziridine, (2R,αS)-6(e)-tert-butyl-2-(α-methylbenzyl)-1,2-oxazaspirooctane, gave a single lactam, (5S,αS)-5-tert-butyl-1-(α-methylbenzyl)hexahydro-2-azepinone.The absolute configurations of thes
Photochemical Rearrangement of Chiral Oxaziridines in Continuous Flow: Application Toward the Scale-Up of a Chiral Bicyclic Lactam
Cochran, John E.,Waal, Nathan
, p. 1533 - 1539 (2016/08/30)
A method for synthesizing chiral lactams from chiral oxaziridines in continuous flow is described. The oxaziridines are readily available from cyclic ketones. Photolysis of the oxaziridines using the Booker-Milburn flow system provides conversion to the chiral lactams in good yield and short residence times. Application of this chemistry toward the synthesis of a chiral bicyclic lactam is described.
Determination of the conformations and relative configurations of exocyclic amines
Montalvo-gonzlez, J. Ascencin,Iniestra-galindo, Maria Guadalupe,Ariza-castolo, Armando
body text, p. 938 - 944 (2011/07/30)
The conformations and relative configurations of 20 amines, classified according to the following labeling scheme, were analyzed. Series a comprised compounds derived from N-(1-phenylethyl)cyclohexanamine, b comprised derivatives of N-[1-(naphthalen-2-yl)ethyl]cyclohexanamine, c comprised derivatives of N-(diphenylmethyl)cyclohexanamine, and d comprised derivatives of N-(propan-2-yl)cyclohexanamine. The compounds were labeled as follows: 1 indicates cyclohexanamine, 2 indicates 2-methylcyclohexanamines, 3 indicates 3-methylcyclohexanamines, 4 indicates 4-methylcyclohexanamines, and 5 indicates 4-tert-butylcyclohexanamines. These compounds were prepared without the use of stereoselective induction and, therefore, all expected stereoisomers were observed. Structural assignments were established by 1H, 13C, and 15N NMR.
Stereochemical analysis of N-cyclohexylidene-N-(1-phenylethyl)amine derivatives
Ariza-Castolo, Armando,Montalvo-Gonzalez, J. Ascencion,Montalvo-Gonzalez, Ruben
, p. 975 - 978 (2007/10/03)
The configurational properties of a series of cyclohexylidene imines are discussed on the basis of their 1H, 13C and 15N NMR spectral data. Copyright
SELECTIVITY IN AN ASYMMETRIC NITROGEN INSERTION PROCESS
Aube, Jeffrey,Burgett, Paul M.,Wang, Yuguang
, p. 151 - 154 (2007/10/02)
A simple and efficient synthesis of chiral lactams utilizing a group-selective nitrogen insertion process has been investigated for a group of prochiral ketones.The preparation of a useful intermediate in benzomorphinan synthesis has been carried out in o
