59461-66-4Relevant academic research and scientific papers
Preparation of west lulalula alkone isomer impurities (by machine translation)
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Paragraph 0014, (2019/04/26)
West hydrochloric acid lulalula alkone, chemical name: (3 aR, 4S, 7R, 7 AS) - 2 - {(1R, 2R) - 2 - [4 - (1, 2 - Benzothiazole - 3 - yl) piperazine - 1 - yl methyl] cyclohexyl methyl} hexahydro - 1H- 4, 7 - Methyl isobutyl ketone indole - 1, 3 - dione hydro
Dihalocarbene insertion reactions into C-H bonds of compounds containing small rings: Mechanisms and regio- and stereoselectivities
Brinker, Udo H.,Lin, Guoying,Xu, Linxiao,Smith, William B.,Mieusset, Jean-Luc
, p. 8434 - 8451 (2008/02/13)
(Chemical Equation Presented) Novel insertion reactions of dichloro- and dibromocarbene into carbon-hydrogen bonds adjacent to cyclopropane rings are reported. It is found that the predominant isomers formed in the reactions with bicyclo[4.1.0]heptane result from insertion into the endo carbon-hydrogen bonds alpha to the three-membered ring. In the reactions of bicyclo[3.1.0]hexane, however, the exo dihalocarbene insertion products are formed as the major isomers. In some compounds cyclopropane rings "activate" adjacent carbon-hydrogen bonds, whereas other systems containing three-membered rings do not. Moreover, the influence of various substituents (methyl, geminal dimethyl, phenyl, methoxy, and ethoxy) attached to bicyclo-[3.1.0]hexane and bicyclo[4.1.0]heptane in dihalocarbene reactions has been studied. The findings can be explained by the concept of maximum orbital overlaps of Walsh orbitals of the cyclopropane rings and the α carbon-hydrogen bonds. In stark contrast, selective insertion into the tertiary carbon-hydrogen bonds of the cyclobutane ring in bicyclo[4.2.0]octane is observed.
A direct and stereocontrolled route to conjugated enediynes
Jones, Graham B.,Wright, Justin M.,Plourde, Gary W.,Hynd, George,Huber, Robert S.,Mathews, Jude E.
, p. 1937 - 1944 (2007/10/03)
A unified synthetic route to 3-hex-en-1,5-diynes, a key building block found in many of the enediyne antitumor agents and designed materials, was developed. The method, which relies on a carbenoid coupling-elimination strategy is tolerant of a wide range of functionalities, and was applied to the synthesis of a variety of linear and cyclic enediynes. Reaction parameters can be adjusted to control stereoselectivity of the process, producing linear enediynes from 1:12 to >100:1 E:Z ratio, and in the case of cyclic enediynes, giving the exclusively Z C-9, C-10, or C-11 products. Key features of the process are the ready availability of precursors and the mildness and efficiency of the reaction. Application of the process in the design of materials precursors and preparation of enediyne antitumor agents are presented.
Deazetation of a Bicyclic Azo Compound: Resolution of a Stereochemical Ambiguity and Conformational Analysis of a Biradical
Samuel, Christopher J.
, p. 1259 - 1265 (2007/10/02)
Development of a new approach has permitted a fuller analysis of the stereochemistry of deazetation of the stereospecifically deuteriated azo compound (1d) than could be achieved previously, in that it has proved possible to analyse 2H2>octa-1,7-diene for E,E-, E,Z,-and Z,Z-content.This has given results for the thermal and photochemical reactions that can be rationalised in terms of partial conformational equilibration of the biradical.
Highly Selective Nonenzymatic Chiral Induction into 3-Methylglutaric Acid and cis-4-Cyclohexen-1,2-ylenebis(acetic acid) Utilizing a Functional Five-Membered Heterocycle 4(R)-MCTT
Nagao, Yoshimitsu,Ikeda, Takao,Inoue, Takehisa,Yagi, Masahiro,Shiro, Motoo,Fujita, Eiichi
, p. 4072 - 4080 (2007/10/02)
Diamide 8, prepared by treatment of 3-methylglutaric acid (1) with 4(R)-MCTT (5) in the presence of DCC in pyridine, was subjected to aminolysis with 1 equiv of piperidine in CH2Cl2 at -30 deg C to give a mixture of diastereomers 9a and 10a in a 88:12 rat
Conformational Equilibrium in 8-Methyl-cis-2-thiahydrindane and 8-Methyl-cis-2-oxahydrindane by 13C NMR Spectroscopy
Willer, Rodney L.
, p. 261 - 265 (2007/10/02)
The preferred conformation of 8-methyl-cis-thiahydrindane has been both estimated by 13C NMR chemical shifts and determined by low temperature 13C NMR spectroscopy to be the conformer with the methyl group equatorial with respect to the cyclohexane ring.This result is in disagreement with the interpretation of the temperature dependence of the CD spectra of (+) and (-) 8-methyl-cis-2-thiahydrindane, whereby the conformation with the methyl group axial with respect to the cyclohexane ring was claimed to be the preferred conformation.The preferred conformation of the related oxygen heterocycle, 8-methyl-cis-2-oxahydrindane, has been estimated by 13C NMR chemical shifts to be the conformer with the methyl group axial with respect to the cyclohexane ring.Possible reasons for these observations are discussed.
Struktur eines O,N-Ketenacetals: (1RS,8SR,10SR)4(15)Z)-4-Aethyliden-5-oxa-3-azatricyclo3,8>tetradecan)
Kuemin, Albin,Maverick, Emily,Seiler, Paul,Vanier, Noel,Damm, Lorenz,et al.
, p. 1158 - 1175 (2007/10/02)
Methods for the preparation of a series of model compounds which were required for stereochemical studies are described: the tricyclic O,N-ketenacetal 1, the two diastereomeric bicyclic amino acids 7 and 10 (see Scheme 2), and the two diastereomeric conformationally fixed tetrahydro-1,3-oxazines (=1,3-oxazines) 9 and 11.An x-ray analysis of racemic 1 reveals a quasi-tetrahedral nitrogen pyramid of the O,N-ketene acetal grouping, and an almost perfect conformational analogy between the N- and C-centered allylic positions at the double bond.
