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101.
Dachang Bai Yanjiang Yu Haiming Guo Junbiao Chang Xingwei Li 《Angewandte Chemie (International ed. in English)》2020,59(7):2740-2744
Ni0‐catalyzed chemo‐ and enantioselective [3+2] cycloaddition of cyclopropenones and α,β‐unsaturated ketones/imines is described. This reaction integrates C?C bond cleavage of cyclopropenones and enantioselective functionalization by carbonyl/imine group, offering a mild approach to γ‐alkenyl butenolides and lactams in excellent enantioselectivity (88–98 % ee) through intermolecular C?C activation. 相似文献
102.
Connor J. Thomson David M. Barber Darren J. Dixon 《Angewandte Chemie (International ed. in English)》2020,59(13):5359-5364
The catalytic enantioselective synthesis of α‐fluorinated chiral tertiary alcohols from (hetero)aryl methyl ketones is described. The use of a bifunctional iminophosphorane (BIMP) superbase was found to facilitate direct aldol addition by providing the strong Brønsted basicity required for rapid aryl enolate formation. The new synthetic protocol is easy to perform and tolerates a broad range of functionalities and heterocycles with high enantioselectivity (up to >99:1 e.r.). Multi‐gram scalability has been demonstrated along with catalyst recovery and recycling. 1H NMR studies identified a 1400‐fold rate enhancement under BIMP catalysis, compared to the prior state‐of‐the‐art catalytic system. The utility of the aldol products has been highlighted with the synthesis of various enantioenriched building blocks and heterocycles, including 1,3‐aminoalcohol, 1,3‐diol, oxetane, and isoxazoline derivatives. 相似文献
103.
Dr. Luca Scapinello Sara Grecchi Dr. Sergio Rossi Prof. Fabiana Arduini Dr. Serena Arnaboldi Prof. Andrea Penoni Dr. Roberto Cirilli Prof. Patrizia Romana Mussini Prof. Tiziana Benincori 《Chemistry (Weinheim an der Bergstrasse, Germany)》2021,27(52):13190-13202
A family of inherently chiral electroactive selectors based on the 2,2’-biindole atropisomeric scaffold, of easy synthesis and modulable functional properties, is studied in cascade in two enantioselection contexts. They are at first investigated as probes in enantioselective HPLC, studying molecular structure and temperature effects, and achieving very efficient semipreparative enantioseparation. The enantiomers thus obtained, of remarkable chiroptical features (optical rotation as well as circular dichroism), are successfully applied as selectors in chiral voltammetry in different media for discrimination of the enantiomers of chiral electroactive probes, either by conversion into enantiopure electroactive electrode surfaces by electrooligomerization on glassy carbon substrate (the two monomers with shorter alkyl chains), or as chiral additive in achiral ionic liquid (the monomer with longest alkyl chains). Discrimination is conveniently and reproducibly achieved in terms of significant potential differences for the two enantiomers, specularly inverting either probe or selector configuration. In one case successful discrimination is also observed with the two probe enantiomers concurrently present, either as racemate or with enantiomeric excesses, neatly accounted for by the peak current ratios. 相似文献
104.
Dr. Yasunori Toda Takayuki Yoshida Kaoru Arisue Prof. Dr. Kazuaki Fukushima Dr. Hiroyoshi Esaki Ayaka Kikuchi Prof. Dr. Hiroyuki Suga 《Chemistry (Weinheim an der Bergstrasse, Germany)》2021,27(41):10578-10582
Chiral Lewis acid-catalyzed asymmetric alcohol addition reactions to cyclic carbonyl ylides generated from N-(α-diazocarbonyl)-2-oxazolidinones featuring a dual catalytic system are reported. Construction of a chiral quaternary heteroatom-substituted carbon center was accomplished in which the unique heterobicycles were obtained in good yields with high stereoselection. The alcohol adducts were successfully converted to optically active oxazolidine-2,4-diones by hydrolysis. Mechanistic studies by DFT calculations revealed that alcohols could be activated by Lewis acids, enabling enantioselective protonation of the carbonyl ylides. 相似文献
105.
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107.
《应用有机金属化学》2017,31(12)
Chiral Jacobsen's catalysts grafted onto alkoxyl‐modified ZPS‐PVPA exhibit excellent activities (conv%, up to 96; sele%, up to 96; ee%, up to >99) in the asymmetric epoxidations of unfunctionalized olefins. The superior stabilities and the comfortable dispositions in large‐scale reactions contribute to the potential applications in industry. 相似文献
108.
109.
D. Mandelli K. B. Voitiski U. Schuchardt G. B. Shul'pin 《Chemistry of Natural Compounds》2002,38(3):243-245
The complex of Mn(IV) with the macrocyclic N-containing ligand 1,4,7-trimethyl-1,4,7-triazacyclononane (L) [L2Mn2O3](PF6)2 catalyzes epoxidation of (+)-limonene in CH3CN solution at room temperature. Adding CH3COOH accelerates the reaction. The products are isomers of limonene epoxide with predominance of that with an epoxified ring double bond. Epoxidation of - and -pinene by this system is less effective, apparently due to extensive steric shielding of the double bonds in the pinenes. 相似文献
110.