0000000000904387

AUTHOR

Ai Wang

0000-0002-3030-1539

showing 3 related works from this author

Asymmetric Synthesis of Spirobenzazepinones with Atroposelectivity and Spiro-1,2-Diazepinones by NHC-Catalyzed [3+4] Annulation Reactions

2016

A strategy for the NHC-catalyzed asymmetric synthesis of spirobenzazepinones, spiro-1,2-diazepinones, and spiro-1,2-oxazepinones has been developed via [3+4]-cycloaddition reactions of isatin-derived enals (3C component) with in-situ-generated aza-o-quinone methides, azoalkenes, and nitrosoalkenes (4atom components). The [3+4] annulation strategy leads to the seven-membered target spiro heterocycles bearing an oxindole moiety in high yields and excellent enantioselectivities with a wide variety of substrates. Notably, the benzazepinone synthesis is atroposelective and an all-carbon spiro stereocenter is generated.

chemistry.chemical_classificationAnnulationSpiro compound010405 organic chemistryStereochemistry2-diazepinone1asymmetric synthesisEnantioselective synthesisGeneral MedicineGeneral Chemistrybenzazepinonespiro compound010402 general chemistry01 natural sciencesCatalysis0104 chemical sciencesStereocenterCatalysischemistry.chemical_compoundchemistryMoietyOxindoleta116N-heterocyclic carbeneAngewandte Chemie International Edition
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CCDC 1453056: Experimental Crystal Structure Determination

2016

Related Article: Lei Wang, Sun Li, Marcus Blümel, Arne R. Philipps, Ai Wang, Rakesh Puttreddy, Kari Rissanen, Dieter Enders|2016|Angew.Chem.,Int.Ed.|55|11110|doi:10.1002/anie.201604819

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters9-methyl-1-((4-methylphenyl)sulfonyl)-1'-phenyl-15-dihydrospiro[1-benzazepine-43'-indole]-22'(1'H3H)-dione ethanol solvateExperimental 3D Coordinates
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CCDC 1413502: Experimental Crystal Structure Determination

2016

Related Article: Lei Wang, Sun Li, Marcus Blümel, Arne R. Philipps, Ai Wang, Rakesh Puttreddy, Kari Rissanen, Dieter Enders|2016|Angew.Chem.,Int.Ed.|55|11110|doi:10.1002/anie.201604819

Space GroupCrystallographyCrystal SystemCrystal Structure1'-benzyl-2-((4-methylphenyl)sulfonyl)-5a6-dihydro-2H-spiro[chromeno[43-c][12]diazepine-53'-indole]-2'3(1'H4H)-dioneCell ParametersExperimental 3D Coordinates
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