107442-29-5Relevant academic research and scientific papers
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
DIASTEREOSELECTIVE SYNTHESIS OF α-ALLENIC ALCOHOLS FROM PROPARGYLIC EPOXIDES
Alexakis, A.,Marek, I.,Mangeney, P.,Normant, J.F.
, p. 2387 - 2390 (2007/10/02)
Tha cuprocatalyzed reaction of a Grignard reagent with propargylic epoxides proceed through an addition-elimination mechanism.By changing the reaction conditions, particularly the halogen atom of RMgX it is possible to control the diastereoselectivity of
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.
