10066-52-1Relevant academic research and scientific papers
Cu-Catalyzed hydrophosphorylative ring opening of propargyl epoxides: Highly selective access to 4-phosphoryl 2,3-allenols
Shen, Ruwei,Yang, Jianlin,Zhao, Haipeng,Feng, Yu,Zhang, Lixiong,Han, Li-Biao
supporting information, p. 11959 - 11962 (2016/10/09)
A novel CuI-catalyzed cross-coupling of propargyl epoxides with P(O)H compounds is disclosed. The reaction proceeded efficiently under mild conditions to give 4-phosphoryl 2,3-allenols in good to high yields with excellent selectivity. The utility of the products was demonstrated and a plausible mechanism was also proposed.
Cu(I)-catalyzed oxidative cyclization of alkynyl oxiranes and oxetanes
Gronnier, Colombe,Kramer, Soren,Odabachian, Yann,Gagosz, Fabien
supporting information; experimental part, p. 828 - 831 (2012/03/07)
In the presence of a Cu(I) catalyst and a pyridine oxide, alkynyl oxiranes and oxetanes can be converted into functionalized five- or six-membered α,β-unsaturated lactones or dihydrofuranaldehydes. This new oxidative cyclization is proposed to proceed via an unusual allenyloxypyridinium intermediate.
Generation of α,β-unsaturated platinum carbenes from homopropargylic alcohols: Rearrangements to polysubstituted furans
Allegretti, Paul A.,Ferreira, Eric M.
, p. 5924 - 5927 (2011/12/16)
A number of diversely substituted furans are synthesized via a cycloisomerization process that goes through a unique metal carbene species. Both ligand structure and the nature of the leaving group are evaluated. The characteristics of the carbene intermediate can be modulated, resulting in highly selective hydrogen or silicon group migrations.
Enantioselective ring-opening reactions of racemic ethynyl epoxides via copper-allenylidene intermediates: Efficient approach to chiral β-amino alcohols
Hattori, Gaku,Yoshida, Akiko,Miyake, Yoshihiro,Nishibayashi, Yoshiaki
experimental part, p. 7603 - 7607 (2009/12/24)
(Chemical Equation Presented) Enantioselective copper-catalyzed ring-opening reactions of racemic ethynyl epoxides with amines using (R)-DTBM-MeO-BIPHEP as a chiral ligand have been found to give the corresponding amino alcohols in high yields with up to
