39739-09-8Relevant articles and documents
Rhodium(III)-Catalyzed C6-Selective Arylation of 2-Pyridones and Related Heterocycles Using Quinone Diazides: Syntheses of Heteroarylated Phenols
Das, Debapratim,Poddar, Puja,Maity, Saurabh,Samanta, Rajarshi
, p. 3612 - 3621 (2017/04/11)
An efficient, direct C6-arylation of 2-pyridones has been successfully accomplished with quinone diazides under Rh(III)-catalyzed redox-neutral conditions. The optimized method is simple, mild, and highly regioselective with a broad substrate scope. The s
Controllable Rh(III)-Catalyzed Annulation between Salicylaldehydes and Diazo Compounds: Divergent Synthesis of Chromones and Benzofurans
Sun, Peng,Gao, Shang,Yang, Chi,Guo, Songjin,Lin, Aijun,Yao, Hequan
supporting information, p. 6464 - 6467 (2016/12/23)
A Rh(III)-catalyzed annulation between salicylaldehydes and diazo compounds with controllable chemoselectivity is described. AgNTf2 favored benzofurans via a tandem C-H activation/decarbonylation/annulation process, while AcOH led to chromones through a C-H activation/annulation pathway. The reaction exhibited good functional group tolerance and scalability. Moreover, only a single regioisomer of benzofuran was obtained due to the in situ decarbonylation orientation effect.
A Fluorinated Ligand Enables Room-Temperature and Regioselective Pd-Catalyzed Fluorination of Aryl Triflates and Bromides
Sather, Aaron C.,Lee, Hong Geun,De La Rosa, Valentina Y.,Yang, Yang,Müller, Peter,Buchwald, Stephen L.
supporting information, p. 13433 - 13438 (2015/11/09)
A new biaryl monophosphine ligand (AlPhos, L1) allows for the room-temperature Pd-catalyzed fluorination of a variety of activated (hetero)aryl triflates. Furthermore, aryl triflates and bromides that are prone to give mixtures of regioisomeric aryl fluorides with Pd-catalysis can now be converted to the desired aryl fluorides with high regioselectivity. Analysis of the solid-state structures of several Pd(II) complexes, as well as density functional theory (DFT) calculations, shed light on the origin of the enhanced reactivity observed with L1.
Concise synthesis of all stereoisomers of β-methoxytyrosine and determination of the absolute configuration of the residue in callipeltin A
Zampella, Angela,D'Orsi, Rosa,Sepe, Valentine,Casapullo, Agostino,Monti, Maria Chiara,D'Auria, Maria Valeria
, p. 3585 - 3588 (2007/10/03)
(Chemical Equation Presented) All stereoisomers of β-methoxytyrosine (β-OMeTyr), a stereo-undefined component of callipeltin A, were synthesized from L- and D-tyrosine. The stereochemistry of β-OMeTyr in callipeltin A was determined to be 2R,3R by an oxidative procedure and Marfey's analysis.
Synthesis of the biaryl moiety of the proteasome inhibitors TMC-95 via a ligandless Pd(OAc)2-catalyzed Suzuki-coupling reaction
Ma, Dawei,Wu, Qingquan
, p. 5279 - 5281 (2007/10/03)
The biaryl moiety of proteasome inhibitors TMC-95 was synthesized via a Pd(OAc)2-catalyzed Suzuki-coupling reaction of 7-iodoisatin and a tyrosine-derived arylboronic acid in the absence of phosphine ligands using potassium fluoride as a base.
An expeditious approach for the synthesis of β-hydroxy aryl α-amino acids present in vancomycin
Rama Rao,Chakraborty,Laxma Reddy,Srinivasa Rao
, p. 5043 - 5046 (2007/10/02)
Stereoselective synthesis of the β-hydroxyaryl amino acids which constitute C and E rings of vancomycin is described making use of benzylic oxidation and asymmetric dihydroxylation as the key steps.
SYNTHESIS OF HOMOCHIRAL HYDROXY-α-AMINO ACID DERIVATIVES
Easton, Christopher J.,Hutton, Craig A.,Tan, Eng Wui,Tiekink, Edward R. T.
, p. 7059 - 7062 (2007/10/02)
Treatment of N-phthaloyl-α-amino acid methyl esters with N-bromosuccinimide, followed by reaction with silver nitrate in aqueous acetone, affords homochiral hydroxy-α-amino acid derivatives, the stereochemistry of which is predetermined by that of the starting amino acids.