Mild Decarboxylative Allylation of Coumarins
نویسندگان
چکیده
منابع مشابه
Regiospecific decarboxylative allylation of nitriles.
Palladium-catalyzed decarboxylative alpha-allylation of nitriles readily occurs with use of Pd(2)(dba)(3) and rac-BINAP. This catalyst mixture also allows the highly regiospecific alpha-allylation of nitriles in the presence of much more acidic alpha-protons. Thus, the reported method provides access to compounds that are not readily available via base-mediated allylation chemistries. Lastly, m...
متن کاملRuthenium-catalyzed stereospecific decarboxylative allylation of non-stabilized ketone enolates.
The ruthenium-catalyzed stereospecific decarboxylative allylation of ketone enolates provides access to gamma,delta-unsaturated ketones with good yields and enantio-enrichments.
متن کاملMechanistic origin of the stereodivergence in decarboxylative allylation.
A stereochemical test has been used to probe the mechanism of decarboxylative allylation. This probe suggests that the mechanism of DcA reactions can change based on the substitution pattern at the alpha-carbon of the nucleophile; however, reaction via stabilized malonate nucleophiles is the lower energy pathway. Lastly, this mechanistic proposal has predictive power and can be used to explain ...
متن کاملMigratory decarboxylative coupling of coumarins: synthetic and mechanistic aspects.
A three-component coupling of vinyl triflates and boronic acids to alkenes catalyzed by palladium is reported. Using 1,3-dienes, selective 1,2-alkene difunctionalization is observed, whereas the use of terminal alkenes results in 1,1-alkene difunctionalization. The reaction outcome is attributed to the formation of stabilized, cationic Pdπ-allyl intermediates to regulate β-hydride elimination. ...
متن کاملIridium-catalyzed regioselective decarboxylative allylation of β-ketoacids: efficient construction of γ,δ-unsaturated ketones.
A highly regioselective protocol for the direct synthesis of γ,δ-unsaturated ketones from β-ketoacids and allylic alcohols was proposed and accomplished relying on the combination of [Ir(cod)Cl]2 and 10-camphorsulfonic acid via decarboxylative allylation.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Organic Letters
سال: 2009
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol901288r