39149-65-0Relevant articles and documents
Cu(I)/Chiral Bisoxazoline-Catalyzed Enantioselective Doyle-Kirmse Reaction of Allenyl Sulfides with α-Diazoesters
Li, Shu-Sen,Wang, Jianbo,Wang, Kang
supporting information, (2022/03/17)
Herein, a Cu(I)-catalyzed enantioselective Doyle-Kirmse reaction of allenyl sulfides and α-diazoesters is reported, which provides an efficient synthetic route to enantio-enriched chiral tertiary homopropargylic sulfides. This reaction features high enantioselectivities (up to 96 % ee) and good functional group tolerance. The alkyl substituted α-diazoester has also been demonstrated as the efficient substrates in the asymmetric Doyle-Kirmse reaction. Mechanistic studies, including kinetic experiments, were conducted to gain insights into the details of the reaction pathway. The potential synthetic utility of this protocol has also been demonstrated.
Highly enantioselective catalytic 1,3-dipolar cycloadditions of α-alkyl diazoacetates: Efficient synthesis of functionalized 2-pyrazolines
Lee, Sung Il,Kim, Ka Eun,Hwang, Geum-Sook,Ryu, Do Hyun
supporting information, p. 2745 - 2749 (2015/04/22)
Highly enantioselective 1,3-dipolar cycloaddition reactions of α-substituted diazoacetates are accomplished by catalysis of the chiral oxazaborolidinium ion. Functionalized 2-pyrazolines are synthesized in high to excellent enantiomeric ratios (up to >99:
Catalytic enantioselective carbon insertion into the β-vinyl C-H bond of cyclic enones
Lee, Sung Il,Hwang, Geum-Sook,Ryu, Do Hyun
supporting information, p. 7126 - 7129 (2013/07/05)
Chiral oxazaborolidinium ion-catalyzed Csp2-H functionalization of enones using diazoacetate has been developed. Various β-substituted cyclic enones were synthesized in high yield (up to 99%) with high to excellent enantioselectivity (up to 99%