Asymmetric Synthesis of Cyclopentane-Substituted Oxindoles via Organocatalytic Desymmetrization of Cyclopent-4-ene-1,3-diones

Autor:	Ullrich Englert, Dieter Enders, Ying Zhi, Kun Zhao, Ai Wang, Gerhard Raabe
Rok vydání:	2017
Předmět:	010405 organic chemistry Chemistry Stereochemistry Enantioselective synthesis Squaramide General Chemistry 010402 general chemistry 01 natural sciences Desymmetrization 0104 chemical sciences Stereocenter chemistry.chemical_compound Michael reaction Organic chemistry Cyclopentane Bifunctional Ene reaction
Zdroj:	Advanced Synthesis & Catalysis. 359:1867-1871
ISSN:	1615-4150
DOI:	10.1002/adsc.201700358
Popis:	The highly enantioselective desymmetrization of prochiral cyclopent-4-ene-1,3-diones has been developed via an organocatalytic Michael reaction. This desymmetrization protocol is efficiently catalyzed by 10 mol% of a bifunctional squaramide, offering a short entry into a series of cyclopentane-substituted oxindoles bearing two quaternary and one tertiary stereocenters in good yields and high stereoselectivities.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ae06d3d8f67a53ccaa9907705b1c8a9e https://doi.org/10.1002/adsc.201700358 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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