DRUSAN, Michal, Erik RAKOVSKÝ, Jaromír MAREK and Radovan ŠEBESTA. Asymmetric One-Pot Conjugate Addition of Grignard Reagents to alpha,beta-Unsaturated Compounds Followed by Reaction with Carbenium Ions. ADVANCED SYNTHESIS & CATALYSIS. WEINHEIM: WILEY-V C H VERLAG GMBH, 2015, vol. 357, No 7, p. 1493-1498. ISSN 1615-4150. Available from: https://dx.doi.org/10.1002/adsc.201500074.
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Basic information
Original name Asymmetric One-Pot Conjugate Addition of Grignard Reagents to alpha,beta-Unsaturated Compounds Followed by Reaction with Carbenium Ions
Authors DRUSAN, Michal (703 Slovakia), Erik RAKOVSKÝ (703 Slovakia), Jaromír MAREK (203 Czech Republic, guarantor, belonging to the institution) and Radovan ŠEBESTA (703 Slovakia).
Edition ADVANCED SYNTHESIS & CATALYSIS, WEINHEIM, WILEY-V C H VERLAG GMBH, 2015, 1615-4150.
Other information
Original language English
Type of outcome Article in a journal
Field of Study 10401 Organic chemistry
Country of publisher Germany
Confidentiality degree is not subject to a state or trade secret
WWW URL
Impact factor Impact factor: 6.453
RIV identification code RIV/00216224:14740/15:00084552
Organization unit Central European Institute of Technology
Doi http://dx.doi.org/10.1002/adsc.201500074
UT WoS 000354253600018
Keywords in English asymmetric catalysis; carbocations; conjugate addition; domino reactions; ferrocene ligands
Tags CF SAXS, rivok
Tags International impact, Reviewed
Changed by Changed by: Mgr. Eva Špillingová, učo 110713. Changed: 1/4/2016 15:15.
Abstract
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.
Links
LM2011020, research and development projectName: CEITEC ? open access
Investor: Ministry of Education, Youth and Sports of the CR
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