Palladium-catalyzed hydroacyloxylation of ynamides

Abstract

In the presence of substoichiometric Pd(OAc)(2), carboxylic acids undergo highly regio- and stereoselective additions to ynamides to provide α-acyloxyenamides.

Zinc Chloride Mediated Synthesis of 3H‐Oxazol‐2‐one and Pyrrolo‐oxazin‐1‐one from Ynamide

“…> 98:2); however, the diastereoselectivity of this oxyfluorination reaction could not be determined . More importantly, the reaction proceeded with a complete regioselectivity with the introduction of the fluorine alpha to the nitrogen atom which is opposite to that observed with enamides . This switch in regioselectivity might be attributed to the presence of a phenyl substituent at the C‐3 position of the oxazinone intermediate that may favor the building of a transient positive charge.…”

Basenfreie katalytische asymmetrische C‐C‐Kupplung mit terminalen Inamiden als effizienter Zugang zu multifunktionellen Trifluormethylalkoholen

“…[22] Walsh et al entwickelten eine asymmetrische Route zu einer Serie von E-Isomeren, die [23] Eine metallfreies Verfahren, das moderate bis hohe Ausbeuten allerdings bei noch hçheren Temperaturen (100 8 8C) ermçg-licht, wurde vor kurzem publiziert. [24] Wirs tellten fest, dass die Hydroacyloxylierung von 3 mit Essig-und Benzoesäure in Dichlormethan bei Raumtemperatur ohne Verlust der Enantiomerenreinheit gelingt.…”

Ruthenium‐Catalyzed Hydrocarboxylation of Internal Alkynes

“…[18][19][20][21][22][23][24][25] However, most of these catalysts fail to enable hydrocarboxylation of internal alkynes since their conversion requires much higher activation energies, the result of significant steric barriers. [29] Scheme 1. [29] Scheme 1.…”