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Grigorieva N. Ya. Popovsky V. A. Stepanov A. V. Kolotyrkina N. G. 《Russian Chemical Bulletin》2010,59(4):848-851
(2E,4E)-5-Aryl-2-(2-benzyloxyethyl)penta-2,4-dien-1-als (aryl is phenyl and 4-methox-yphenyl) were reduced with NaBH4 quantitatively and stereospecifically to the corresponding penta-2(E),4(E)-dien-1-ols. The hydroxymethyl group in the latter was transformed into a methyl one with a stereoselectivity of 92–97%.
Debenzylation of the resulting (1E,3Z)-1-aryl-6-benzyloxy-4-methylhexa-1,3-dienes with AlCl3 in the presence of PhNMe2 afforded the target (3Z,5E)-6-aryl-3-methylhexa-3,5-dien-1-ols; the configuration of the C=C bonds in the conjugated aryl diene systems was retained
at 95%. 相似文献
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N. Ya. Grigorieva V. A. Popovsky A. V. Stepanov E. D. Lubuzh 《Russian Chemical Bulletin》2010,59(11):2086-2093
Known synthetic precursors of strobilurins A and X, i.e., methyl (3Z,5E)-6-aryl-3-methylhexa-3,5-dienoates (aryl is phenyl, 4-methoxyphenyl), were synthesized by highly stereospecific reactions
from 2-(2-tert-butyldimethylsilyloxyethyl)- and 2-[2-(4-methoxybenzyloxy)-ethyl]-5-arylpenta-2E,4E-dien-1-ols. These dienols were efficiently dehydroxylated to (1E,3Z)-4-methyl-6-(4-methoxybenzyloxy)hexa-1,3-dienylarenes with their subsequent demethoxyben-zylation to (3Z,5E)-6-aryl-3-methylhexa-3,5-dien-1-ols. The latter through the step of corresponding aryldienals and aryldienoic acids were
transformed to the target methyl (3Z,5E)-6-aryl-3-methylhexa-3,5-dienoates, which completes a formal synthesis of strobilurins A and X. Configuration of the C=C
bonds of the conjugated aryldiene system is preserved in the considered transformations by 95–97%. 相似文献
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A new regio- and stereocontrolled total synthesis of the antibiotic strobilurin B is performed in nine steps in 5.5% overall yield. 相似文献
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It has been shown that a structural component of disjoining pressure, ν8, decreasing according to the exponential law as the layer thickness increases, arises in the wetting films of nitrobenzene formed on the lyophilic surface of quartz. A family of isotherms, ν8, have been obtained within a temperature range 293–333 K. The dependence of parameters on temperature has been determined, the parameters being characteristic of the transition of a wetting film into a thermodynamically nonequilibrium state. 相似文献
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N. Ya. Grigorieva A. G. Smirnov V. A. Popovsky A. V. Stepanov 《Russian Chemical Bulletin》2009,58(2):312-316
A condensation of α,β-unsaturated aldehydes with O-protected 4-hydroxybutanal N-(tert-butyl)-imine has been exemplified for the first time using (E)-cinnamic and (E)-4-methoxycinnamic aldehydes. (E,E)-2,5-Disubstituted penta-2,4-dienals, which are key intermediates in the synthesis of strobilurins A and X, were prepared
in good yields and close to 100% stereoselectivity. 相似文献
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(2E,4E)-2-(2-Benzyloxyethyl)-5-(4-chloro-3-methoxyphenyl)penta-2,4-dienal was obtained by the condensation of 4-benzyloxybutanal N-tert-butylimine with 4-chloro-3-methoxycinnamic aldehyde with ≥98% configurational purity and 40% yield. When 4-benzyloxy-2-triethylsilylbutanal imine was used, a 7: 3 mixture of the target (2E,4E)-dienal with its (2Z,4E)-isomer was obtained in 60% yield; the latter quantitatively isomerized to the thermodynamically preferable target (2E,4E)-dienal. 相似文献
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The structure of the adjacent-to-wall layers of aliphatic hydrocarbons on quartz surface was investigated. Measurements of dichroism of the dyestuff molecules, or “guest” in the matrix of the basic substance, allowed establishing the presence of the orientational ordering in liquid layers at distances up to 200 nm. Additional measurements of the optical anisotropy (birefringence) in such layers have substantiated the existence of that ordering and its type. The structural characteristics of the adjacent-to-wall layers, such as thickness, type, and degree of the orientational ordering of molecules depend on the specific hydrocarbon used and the preparation (modification) of the surface of the solid substrate. 相似文献
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