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[structure: see text] The first enantioselective total synthesis of (-)-Centrolobine is described. The key reaction is the synthesis of the cis-disubstituted tetrahydropyran framework by intramolecular cyclization of the enantiopure hydroxyketone 3 with Et3SiH and TMSOTf. The stereoselective reduction of the beta-ketosulfoxide 4 is the source of chirality. Revision of the absolute configuration of (-)-Centrolobine is proposed. 相似文献
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Carreño MC Des Mazery R Urbano A Colobert F Solladié G 《The Journal of organic chemistry》2003,68(20):7779-7787
The stereocontrolled formation of cis-2,5-disubstituted tetrahydrofurans and cis-2,6-disubstituted tetrahydropyrans is achieved from enantiopure ketosulfinyl esters by reduction, Weinreb's amide, and ketone formation, followed by the reductive cyclization (Et3SiH/TMSOTf) of the resulting hydroxysulfinyl ketones. The sulfoxide-bearing heterocycles were transformed into two natural products, (-)-centrolobine (1) and both enantiomers of cis-(6-methyltetrahydropyran-2-yl)acetic acid (2). 相似文献
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A modification of the material law associated with the well‐known Biot system as suggested by Murad and Cushman (Int. J. Eng. Sci. 1996; 34(3):313–338) and first investigated by Showalter (J. Math. Anal. Appl. 2000; 251(1):310–340) is reconsidered, generalized and analysed in the light of a new approach to a comprehensive class of evolutionary problems. The framework allows a uniform approach to problems involving general anisotropic, inhomogeneous, non‐smooth media thus covering, for example, transmission problems in layered materials. Copyright © 2009 John Wiley & Sons, Ltd. 相似文献
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Des Mazery R Pullez M López F Harutyunyan SR Minnaard AJ Feringa BL 《Journal of the American Chemical Society》2005,127(28):9966-9967
A highly enantioselective (up to 96% ee) conjugate addition of Grignard reagents, in particular, MeMgBr, to alpha,beta-unsaturated thioesters is provided as well as its application to a diastereo- and enantioselective iterative route to syn- and anti-1,3-dimethyl arrays and deoxypropionate subunits. The versatility of the method is illustrated in the synthesis of (-)-lardolure, a multimethyl-branched insect natural pheromone. 相似文献
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J. Des Cloizeaux 《Journal of Polymer Science.Polymer Physics》1970,8(10):1773-1786
The temperature dependence of the crystallinity of bulk polyethylene is calculated in terms of branching (methyl or ethyl side groups on the chain). In the model, the chains are approximately parallel and they pass through alternating amorphous and crystalline layers forming a periodic structure. The crystalinity and the thicknesses of the layers are determined by minimization of the free energy. The theory shows that the temperature at which the polymer begins to crystallize is lower than the melting point of pure polyethylene and that the thicknesses of the layers becomes smaller as the temperature decreases. 相似文献
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Gareth J. Brown Des S. Creasey Nick J. Miles 《Particle & Particle Systems Characterization》1996,13(4):260-263
The avalanching behaviour of two coal types was determined, one of good and the other of poor handleability characteristics. This revealed significant differences in the nature of flow of the coals. Analysis of the strange attractors of the weight series of avalanches enabled quanitification of this difference, and the establishment of practical, relative criteria for the measurement of coal handleability. These criteria will now enable a structured study of the variables that affect handleability, for example proportion of fines and moisture content, and industrial consumers of coal to specify minimum acceptable limits for its transport characteristics. 相似文献