61765-62-6Relevant academic research and scientific papers
Formation of quaternary stereogenic centers by NHC-Cu-catalyzed asymmetric conjugate addition reactions with Grignard reagents on polyconjugated cyclic enones
Tissot, Matthieu,Poggiali, Daniele,Henon, Helene,Mueller, Daniel,Guenee, Laure,Mauduit, Marc,Alexakis, Alexandre
supporting information; experimental part, p. 8731 - 8747 (2012/09/25)
The copper-catalyzed conjugate addition of various Grignard reagents to polyconjugated enones (dienone and enynone derivatives) is reported. The catalyst system, composed of copper triflate and an NHC ligand, led to the unusual selective formation of the 1,4-addition products. This reaction allows for the creation of all-carbon chiral quaternary centers with enantiomeric excesses up to 99 %. The remaining unsaturation on the 1,4 adducts give access to valuable synthetic transformations. Copyright
Highly stereoselective hydroxy-directed Diels-Alder reaction
Barriault, Louis,Thomas, Jermaine D. O.,Clement, Roxanne
, p. 2317 - 2323 (2007/10/03)
The successful stereocontrol of the Diels-Alder reaction of semicyclic dienes possessing a secondary and tertiary allylic magnesium alkoxide alcohol functionality and activated dienophiles such as methyl acrylate, methacrolein, acrolein, and N-phenylmalei
Total Synthesis of (+/-)-Modhephene and Its Epimer, (+/-)-Epimodhephene
Smith, Amos B.,Jerris, Paula J
, p. 1845 - 1855 (2007/10/02)
This report presents three synthetic approaches to (+/-)-modhephene (1α) and (+/-)-epimodhephene (1β) from enones 10, 11, and 14, the overall yield of modephene being 10percent, 7percent, and 1.7percent, respectively.The approaches converge upon formation
Five-membered ring annulation via thermal rearrangement of β-cyclopropyl α,β-unsaturated ketones. A formal total synthesis of the sesquiterpenoid (+/-)-zizaene
Piers, Edward,Banville, Jacques,Lau, Cheuk Kun,Nagakura, Isao
, p. 2965 - 2975 (2007/10/02)
Treatment of the β-iodo enones 7-10 with lithium(phenylthio)cyclopropyl cuprate provided excellent yields of the corresponding β-cyclopropyl α,β-unsaturated ketones 11-14, respectively.When 3-isopropenyl-2-cyclohexen-1-one (16) was allowed to react with d
