Iron-Catalyzed Selective Conjugate Addition of Aryl Grignard Reagents to 2,4-Alkadienoates: tert-Butyl (Z)-5-Phenyl-3-hexenoate
نویسندگان
چکیده
منابع مشابه
Iron-catalyzed alkylations of aromatic grignard reagents.
Significance: The development of iron-catalyzed cross-coupling reactions is an extremely promising field of research, taken into account the importance of this method for current organic synthesis and the multiple problems connected with commonly used Pdand Ni-catalyzed processes. The group of Cahiez reported the first iron-catalyzed alkyl–aryl cross-coupling reaction, suitable for industrial l...
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A highly regio- and enantioselective copper catalysed direct conjugate addition of Grignard reagents to chromones has been developed taking advantage of the reduced reactivity of the resulting magnesium enolates. This methodology tolerates a broad scope of alkyl Grignards including secondary alkyl magnesium reagents as well as functionalised chromones.
متن کاملAsymmetric conjugate addition of Grignard reagents to pyranones.
An efficient enantioselective synthesis of lactones was developed based on the catalytic asymmetric conjugate addition (ACA) of alkyl Grignard reagents to pyranones. The use of 2H-pyran-2-one for the first time in the ACA with Grignard reagents allows for a variety of further transformations to access highly versatile building blocks such as β-alkyl substituted aldehydes or β-bromo-γ-alkyl subs...
متن کاملCopper-catalyzed asymmetric conjugate addition of Grignard reagents to cyclic enones.
It is no longer necessary to use dialkylzinc reagents to obtain enantioselectivities >95% in the copper-catalyzed asymmetric conjugate addition of organometallic compounds to cyclic enones. We now report how this can be accomplished by using inexpensive and readily available Grignard reagents. Screening of bidentate ligands provided outstanding results with copper complexes of commercially avai...
متن کاملAddition of grignard reagents to aryl acid chlorides: an efficient synthesis of aryl ketones.
[chemical reaction: see text]. Direct addition of Grignard reagents to acid chlorides in the presence of bis[2-(N,N-dimethylamino)ethyl] ether proceeds selectively to provide aryl ketones in high yields. A possible tridentate interaction between Grignard reagents and bis[2-(N,N-dimethylamino)ethyl] ether moderates the reactivity of Grignard reagents, preventing the newly formed ketones from nuc...
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ژورنال
عنوان ژورنال: Organic Syntheses
سال: 2014
ISSN: 2333-3553
DOI: 10.15227/orgsyn.091.0307