669070-52-4Relevant academic research and scientific papers
Remote stereocontrol in reactions between 4- and 5-alkoxyalk-2- enylstannanes and 1-alkoxycarbonylimines and analogues: Stereoselective approaches to novel α-amino acids
Hallett, David J.,Tanikkul, Nongluk,Thomas, Eric J.
supporting information; experimental part, p. 6130 - 6158 (2012/09/05)
Reactions of the allyltin trichloride 45 generated from (4S)-4-benzyloxypent-2-enyl(tributyl)stannane 1 with imines prepared from glyoxylates proceed with useful levels of 1,5-stereocontrol in favour of (4E)-2,6-anti-2-(alkylamino)-6-benzyloxyhept-4-enoat
Ring-closing metathesis for the synthesis of heteroaromatics: evaluating routes to pyridines and pyridazines
Donohoe, Timothy J.,Bower, John F.,Basutto, José A.,Fishlock, Lisa P.,Procopiou, Panayiotis A.,Callens, Cedric K.A.
scheme or table, p. 8969 - 8980 (2009/12/26)
Ring-closing olefin metathesis (RCM) has been applied to the efficient synthesis of densely and diversely substituted pyridine and pyridazine frameworks. Routes to suitable metathesis precursors have been investigated and the scope of the metathesis step has been probed. The metathesis products function as precursors to the target heteroaromatic structures via elimination of a suitable leaving group, which also facilitates earlier steps by serving as a protecting group at nitrogen. Further functionalisation of the metathesis products is possible both prior to and after aromatisation. The net result is a powerful strategy for the de novo synthesis of highly substituted heteroaromatic scaffolds.
Ring-closing metathesis as a key step in the synthesis of 2-pyridones and pyridine triflates
Donohoe, Timothy J.,Fishlock, Lisa P.,Procopiou, Panayiotis A.
experimental part, p. 2665 - 2667 (2009/04/05)
The ring-closing metathesis transformation has been employed to construct a library of functionalized 2-pyridones and pyridine triflates. Using this mild approach, a range of substituent patterns can be built into the aromatic core, including groups which
A metathesis-based approach to the synthesis of 2-pyridones and pyridines
Donohoe, Timothy J.,Fishlock, Lisa P.,Procopiou, Panayiotis A.
, p. 285 - 288 (2008/09/19)
(Chemical Equation Presented) The ring-closing metathesis reaction has been successfully employed to form a range of dihydropyridone intermediates, which are in the correct oxidation state to undergo a base-induced elimination to reveal the aromatic 2-pyridone. This mild and novel approach to six-membered heteroaromatic compounds then provides access to a wide variety of substituted pyridines in excellent overall yield.
Indium mediated allylation of glyoxylate oxime ethers, esters and cyanoformates
Ritson, Dougal J.,Cox, Russell J.,Berge, John
, p. 1921 - 1933 (2007/10/03)
An indium mediated procedure has been developed for the allylation of activated O-functionalised oximes and nitriles as exemplified by a variety of glyoxylate derivatives. This method gives the corresponding free (or protected) amine in a one pot-process. The method is regiospecific and is carried out under remarkably mild conditions so that even oxime esters can be subjected to the typical reaction conditions.
Palladium-Indium Iodide-Mediated Allylation and Propargylation of Glyoxylic Oxime Ether and Hydrazone: The Role of Water in Directing the Diastereoselective Allylation
Miyabe, Hideto,Yamaoka, Yousuke,Naito, Takeaki,Takemoto, Yoshiji
, p. 1415 - 1418 (2007/10/03)
Allylation and propargylation of glyoxylic oxime ether in the presence of a catalytic amount of palladium(O) complex and indium(I) iodide were studied. Excellent diastereoselectivities in allylation were achieved in the presence of water, although low dia
