Pd-Catalyzed Asymmetric Cross-Coupling of Allyl Carbonates and Allyl Boronates
نویسندگان
چکیده
منابع مشابه
Catalytic intermolecular allyl-allyl cross-couplings between alcohols and boronates.
We developed catalytic intermolecular C(sp(3))-C(sp(3)) cross-couplings between various allyl alcohols and allyl boronates, which proceeded smoothly in the presence of nickel(0) under mild conditions to form 1,5-dienes with excellent linear- and γ-selectivity; the use of boronates proved to be crucial in terms of reactivity.
متن کاملRegio- and enantioselective Pd-catalyzed allylic alkylation of ketones through allyl enol carbonates.
The Pd-catalyzed reorganization of enol allyl carbonates to allylated ketones occurs asymmetrically in the presence of chiral ligands previously developed in this group. With 2-methylcyclohexanone, asymmetric regioselective alkylation occurs at the more substituted carbon without complications of polyalkylation. Alkylation to create quaternary centers in indanones and benzonabenone occurs in mu...
متن کاملEnantioselective Carbocycle Formation through Intramolecular Pd-Catalyzed Allyl–Aryl Cross-Coupling
Aryl electrophiles containing tethered allylboronate units undergo efficient intramolecular coupling in the presence of a chiral palladium catalyst to give enantioenriched carbocyclic products. The reaction is found to be quite general, affording 5, 6, and 7-membered carbocyclic products as single regioisomers and with moderate enantioselectivities. Examination of differential coupling partners...
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Application of internal electrophiles in catalytic stereospecific allyl-allyl cross-coupling enable the rapid construction of multisubstituted 1,5-dienes, including those with all carbon quaternary centers. Compounds with minimal steric differentiation can be synthesized with high enantiomeric excess.
متن کاملPd-catalyzed asymmetric allylic alkylations via C-H activation of N-allyl imines with glycinates.
Herein is reported the first example of palladium-catalyzed asymmetric allylic alkylation (AAA) reactions involving 2-aza-π-allyl palladium intermediates. The 2-aza-π-allyl complex was generated via a novel mode of activation of N-allyl imines. Pd-catalyzed C(sp3)-H activation of N-allyl imines and subsequent nucleophilic attack by glycinates delivered vicinal diamino derivatives as the sole re...
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ژورنال
عنوان ژورنال: Synfacts
سال: 2010
ISSN: 1861-1958,1861-194X
DOI: 10.1055/s-0030-1258743