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Asymmetric One-Pot Conjugate Addition of Grignard Reagents to alpha,beta-Unsaturated Compounds Followed by Reaction with Carbenium Ions
Autoři | |
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Rok publikování | 2015 |
Druh | Článek v odborném periodiku |
Časopis / Zdroj | ADVANCED SYNTHESIS & CATALYSIS |
Fakulta / Pracoviště MU | |
Citace | |
www | http://onlinelibrary.wiley.com/doi/10.1002/adsc.201500074/abstract;jsessionid=6039F4AD8F14C5AFBD11F8B684CAF703.f03t04 |
Doi | http://dx.doi.org/10.1002/adsc.201500074 |
Obor | Organická chemie |
Klíčová slova | asymmetric catalysis; carbocations; conjugate addition; domino reactions; ferrocene ligands |
Popis | Asymmetric catalytic multistep reactions enable the formation of structurally complex compounds from simple starting materials. Enantioselective Cu-catalyzed 1,4-additions of Grignard reagents to Michael acceptors form reactive chiral enolates. We show here that these chiral enolates react in a one-pot fashion with naked carbenium ions, such as tropylium, 1,3-benzodithiolium, and dianisylmethylium ions. The corresponding products were obtained in good yields, with enantioselectivities up to 96% ee and high diastereomeric purities. |
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