- A method for the synthesis of 3a-aryl-substituted cyclopenta[1,2-b]furan derivatives
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An alternative method for the synthesis of cyclopenta[1,2-b]furan (CPF) derivatives, which show promise as chiral resolving agents, was developed. Various CPF derivatives, aryl-substituted at the 3a-position, can be synthesized via Suzuki-Miyaura coupling reaction. Georg Thieme Verlag Stuttgart.
- Nemoto, Hisao,Peng, Xian,Zhong, Weihui,Xie, Jun,Kawamura, Tomoyuki,Nishida, Masaru
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- Bioinspired Metal-Free Formal Decarbonylation of α-Branched Aliphatic Aldehydes at Ambient Temperature
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A sequence of a Baeyer–Villiger oxidation and a Lewis acid-promoted reduction of the resulting formate with Et3SiH enabled the metal-free formal decarbonylation of tertiary and secondary aliphatic aldehydes. The new methodology mimics the biosynthetic decarbonylation pathway through oxidative C?C bond cleavage rather than the C(O)?H bond activation known from conventional Tsuji–Wilkinson-type reactions. The substrate scope is complementary to existing transition-metal-catalyzed protocols.
- Richter, Sven C.,Oestreich, Martin
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p. 8508 - 8512
(2019/06/04)
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- Gold catalyzed Heck-coupling of arenediazonium o-benzenedisulfonimides
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Diazonium salts, and precisely arenediazonium o-benzenedisulfonimides, have been used for the first time as efficient electrophilic partners in gold catalyzed Heck-coupling reactions. The synthetic protocol was general, easy and gave the target products in satisfactory yields. Mechanistic insights revealed the fundamental roles of the o-benzenedisulfonimide anion as an electron transfer agent thath promotes a radical pathway that does not require the presence of photocatalysts or external oxidants.
- Barbero, Margherita,Dughera, Stefano
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p. 295 - 301
(2018/01/12)
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- Liquid crystal compound containing cyclopentyl and difluorometheneoxy linking group, preparation method and application thereof
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This invention relates to liquid crystal compounds of formula I containing cyclopentyl group and difluoromethyleneoxy linking group. Liquid crystal compounds of formula I have a large dielectric anisotropy, high clearing points, and a fast response speed,
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- LIQUID CRYSTAL COMPOUND CONTAINING CYCLOPENTYL AND DIFLUOROMETHENEOXY LINKING GROUP, PREPARATION METHOD AND APPLICATION THEREOF
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This invention relates to liquid crystal compounds of formula I containing cyclopentyl group and difluoromethyleneoxy linking group. Liquid crystal compounds of formula I have a large dielectric anisotropy, high clearing points, and a fast response speed,
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- Regio- and enantioselective Baeyer-Villiger oxidation: Kinetic resolution of racemic 2-substituted cyclopentanones
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A kinetic resolution of racemic 2-substituted cyclopentanones via highly regio- and enantioselective Baeyer-Villiger oxidation has been successfully developed. The reaction could afford the normal 6-substituted δ-lactones in up to 98% ee and >19/1 regioselectivity. Meanwhile, the unreacted ketones were recovered in excellent ee values (up to 98%). It represents the best results of the kinetic resolution of racemic 2-substituted cyclopentanones via nonenzymic asymmetric BV oxidation.
- Zhou, Lin,Liu, Xiaohua,Ji, Jie,Zhang, Yuheng,Wu, Wangbin,Liu, Yangbin,Lin, Lili,Feng, Xiaoming
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p. 3938 - 3941
(2014/08/18)
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- Facile generation of a strained cyclic vinyl cation by thermal solvolysis of cyclopent-1-enyl-λ3-bromanes
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Last of the cyclic vinyl cations: The simple solvolysis of cyclopent-1 -enyl-13-bromane efficiently generates the highly strained cyclopent-1 -enyl cation at room temperature (see scheme). The very high nucleofugality of the aryl-13-bromanyl groups are re
- Miyamoto, Kazunori,Shiro, Motoo,Ochiai, Masahito
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supporting information; experimental part
p. 8931 - 8934
(2010/02/28)
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- Arenediazonium o-benzenedisulfonimides as efficient reagents for Heck-type arylation reactions
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Arenediazonium o-benzenedisulfonimides can be used as new and efficient reagents for Heck-type arylation reactions of some common substrates containing C-C multiple bonds, namely ethyl acrylate, acrylic acid, acroleyne, styrene and cyclopentene. The reactions were carried out in an organic solvent, in the presence of Pd(OAc)2 as pre-catalyst, and gave rise to arylated products, for example, ethyl cinnamates, cinnamic acids, cinnamic aldehydes and stilbenes, possessing an (E)-configuration, and 1-arylcyclopentenes, in good to excellent yields. It is noteworthy that all the reactions led to the recovery, in greater than 80% yield, of o-benzenedisulfonimide, recyclable for the preparation of other diazonium salts.
- Artuso, Emma,Barbero, Margherita,Degani, Iacopo,Dughera, Stefano,Fochi, Rita
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p. 3146 - 3157
(2007/10/03)
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- OPTICAL RESOLVER, PROCESS FOR PRODUCING OPTICALLY ACTIVE ISOMER, AND 1,5-SUBSTITUTED BICYCLO (3.3.0) -2-OXAOCTANE COMPOUND
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An agent for optical resolution comprising a bicyclo [3.3.0] -2-oxaoctane compound represented by the formula [1], [2] or [3] ; a process for producing an optically active substance comprising obtaining a mixture of diastereomers by reaction of the agent with a mixture of optically active substances having active hydrogen atom, resolving the mixture of diastereomers into each diastereomer and obtaining an (R) optically active substance or an (S) optically active substance by decomposition of the diastereomer; and compounds represented by the above formulae in which R11 represents fluorenylmethyl group, fluorenylidenemethyl group, bis(4-cyclohexylphenyl)methyl group, 4-(9-phenanthryl)phenyl group, 4-(1-pyrenyl)phenyl group, 4-(5-acenaphthenyl)phenyl group or 4-(9-anthryl)phenyl group, are disclosed. A useful optically active substance having a very high purity can be produced efficiently by using the agent of the present invention.
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Page/Page column 9; 20-22
(2010/11/24)
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- REACTION OF DIAZONIUM SALTS WITH TRANSITION METALS-III. PALLADIUM(0)-CATALYZED ARYLATION OF UNSATURATED COMPOUNDS WITH ARENEDIAZONIUM SALTS
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Palladium (0) catalyzed reactions of arenediazonium salts for arylation of aliphatic and cyclic olefins and allylic alcohols, styrene and ethyl acrylate were studied.Effect of the olefinic compounds and other reaction variables on the arylation were presented.Arylpalladium species was proposed as the most plausible intermediated in this reaction.
- Kikukawa, K.,Nagira, K.,Wada, F.,Matsuda, T.
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