72658-10-7Relevant articles and documents
Synthesis of α-Heteroaryl Propionic Esters by Palladium-Catalyzed α-Heteroarylation of Silyl Ketene Acetals
Li, Bowen,Luo, Bangke,Blakemore, Caroline A.,Smith, Aaron C.,Widlicka, Daniel W.,Berritt, Simon,Tang, Wenjun
, p. 6439 - 6443 (2021)
A practical and efficient synthesis of α-heteroaryl propionic esters is developed by employing palladium-catalyzed α-heteroarylation of silyl ketene acetals, forming a wide variety of α-heteroaryl propionic esters with various substituents and functionalities in high yields. The success of this transformation is credited to the development of the bulky P,P═O ligand. The method has provided an efficient synthesis of α-heteroaryl propionic acids.
CHIRAL PHOSPHINES FOR PALLADIUM-CATALYZED ASYMMETRIC ALPHA-ARYLATION OF ESTER ENOLATES TO PRODUCE TERTIARY STEREOCENTERS IN HIGH ENANTIOSELECTIVITY
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Paragraph 00181-00182, (2013/03/26)
The disclosure provides new and improved methods for the Pd-catalyzed asymmetric α-arylation of ester compounds, which produce the corresponding α-aryl moiety in high enantioselectivity (generally >90% ee). The present methods utilize a palladium catalyst supported by new (R)-H8-BINOL-derived monophosphine ligands. The method is applicable to a wide variety of aryl triflate substrates having variations in both electronic and steric properties. These aryl triflate substrates react with various α-alkyl (Z)- and/or (E)-0-trimethylsilyl ketene acetals in the presence of a Pd catalyst, (R)-H8-BINOL-derived monophosphine ligand, and a mild activator, for example, LiOAC, to provide the asymmetric α-arylation of ester compounds in high ee.
Practical and robust method for regio- and stereoselective preparation of (E)-ketene tert-butyl TMS acetals and β-ketoester-derived tert-butyl (1Z,3E)-1,3-bis(TMS)dienol ethers
Okabayashi, Tomohito,Iida, Akira,Takai, Kenta,Nawate, Yuuya,Misaki, Tomonori,Tanabe, Yoo
, p. 8142 - 8145 (2008/02/12)
(Chemical Equation Presented) We developed an efficient, practical, robust method for the regio- and stereoselective preparation of (E)-ketene trimethylsilyl acetals (KSAs) derived from tert-butyl esters 1. The reaction was performed under convenient reac