107442-33-1Relevant academic research and scientific papers
Combined rhodium/gold catalysis: From propargyloxiranes to 2,5-dihydrofurans in one pot
Aksin-Artok, Oezge,Krause, Norbert
, p. 385 - 391 (2011)
A new and efficient one-pot synthesis of 2,5-dihydrofurans from propargyloxiranes and arylboronic acids takes advantage of sequential rhodium-gold catalysis. The transformation proceeds with center-to-axis-to- center chirality transfer and tolerates a wide variety of electron-accepting or electron-withdrawing substituents at the arylboronic acid, as well as cyclic or acyclic propargyloxiranes.
Stereoselective synthesis of syn-configured α-allenols by rhodium-catalyzed reaction of alkynyl oxiranes with arylboronic acids
Miura, Tomoya,Shimada, Masahiko,De Mendoza, Paula,Deutsch, Carl,Krause, Norbert,Murakami, Masahiro
supporting information; experimental part, p. 6050 - 6054 (2009/12/26)
(Chemical Equation Presented) A rhodium-catalyzed reaction of alkynyl oxiranes with arylboronic acids affords syn-configured α-allenols with high diastereoselectivity. The reaction is initiated by addition of an arylrhodium(I) species onto the alkyne moie
Stereoselective synthesis of α-allenols by rhodium-catalyzed reaction of alkynyl oxiranes with arylboronic acids
Miura, Tomoya,Shimada, Masahiko,Ku, Sung-Yu,Tamai, Tomohiro,Murakami, Masahiro
, p. 7101 - 7103 (2008/09/17)
(Chemical Equation Presented) Better than Cu, Pd, and Fe catalysts: The rhodium-catalyzed reaction of alkynyl oxiranes with arylboronic acids provides synconfigured α-allenols with excellent diastereoselectivity. Precoordination of the oxygen atom of the
Diastereoselective syn or anti opening of propargylic epoxides. Synthesis of α-allenic alcohols
Alexakis,Marek,Mangeney,Normant
, p. 1677 - 1696 (2007/10/02)
Propargylic epoxides easily react with Grignard reagents and catalytic amounts of copper(I) salt to afford α-allenic alcohols. The reaction is highly diastereoselective and its stereochemical outcome (syn or anti isomer) can be fully controlled. The syn d
COPPER CATALYZED REDUCTIVE METALLATION OF A PROPARGYLIC EPOXIDE TO AN ALLENYL LITHIUM REAGENT
Alexakis, A.,Marek, I.,Mangeney, P.,Normant, J. F.
, p. 2391 - 2392 (2007/10/02)
Phenethynyl cyclohexene oxide undergoes a reductive metallation by BuLi and catalytic amount of CuI salt.The resulting allenyl lithium reagent reacts, then, normally, with various electrophiles.
Organocuprates Containing Dimethyl Sulfoxide Anion as a Nontransferable Ligand
Johnson, Carl R.,Dhanoa, Daljit S.
, p. 1885 - 1888 (2007/10/02)
Mixed homocuprates and in which the anion of dimethyl sulfoxide acts as a nontransferable ligand are readily prepared from MeSOCH2Li, alkyl- or aryllithium reagents, and Cu(I) salts.These novel cuprates are useful in the conversions of acid chlorides to ketones, conjugate additions to α,β-unsaturated ketones, SN2' reactions with allylic or propargylic acetates and epoxides, and coupling reactions with primary iodides and tosylates.All of these reactions proceed with selective transfer of the ligand R.From the points of view of cost, availability, and lack of interference with product isolation, the Me2SO anion is an ideal nontransferable ligand.
