1226896-50-9Relevant academic research and scientific papers
Modular Synthesis of Triazole-Based Chiral Iodoarenes for Enantioselective Spirocyclizations
Hempel, Christian,Maichle-M?ssmer, Caeciliea,Pericàs, Miquel A.,Nachtsheim, Boris J.
supporting information, p. 2931 - 2941 (2017/09/06)
A new triazole-based C1-symmetrical chiral iodoarene was synthesized in a highly modular route. Based on enzymatic kinetic resolution of an easily accessible propargylic alcohol both enantiomers were accessible in enantiopure form. By Huisgen-type azide-alkyne cycloaddtion a series of differently substituted iodoarenes was synthesized in high overall yields. Finally this novel iodoarene was successfully applied in the oxidative Kita cyclization of naphthol derivatives. Good yields and high ee values were obtained in the asymmetric spirocyclization via in situ generation of the hypervalent iodine species using mCPBA as the terminal oxidant. (Figure presented.).
Enantioselective kita oxidative spirolactonization catalyzed by in situ generated chiral hypervalent iodine (iii) species
Uyanik, Muhammet,Yasui, Takeshi,Ishihara, Kazuaki
supporting information; experimental part, p. 2175 - 2177 (2010/06/19)
"Chemical Equation Presented" The iodines(lll) have it: The rational design of a conformationals/ flexible C2symmetric iodosylarene catalyst has been used for the enantioselective Kita oxidative spirolactonization. The reaction occurs through secondary n-σ* or hydrogen-bonding interactions between the chiral catalyst and the substrate. Mes = mesityl (2,4,6-trimethylphenyl).
Chiral hypervalent iodine-catalyzed enantioselective oxidative Kita spirolactonization of 1-naphthol derivatives and one-pot diastereo-selective oxidation to epoxyspirolactones
Uyanik, Muhammet,Yasui, Takeshi,Ishihara, Kazuaki
experimental part, p. 5841 - 5851 (2010/09/08)
We demonstrate here the rational design of a conformationally flexible C2-symmetric iodosylarene 8g based on secondary n-σ or hydrogen-bonding interactions as a chiral catalyst for the enantioselective Kita oxidative spirolactonization of 1-nap
