1010075-20-3Relevant academic research and scientific papers
Enantioselective ring-opening reaction of meso-epoxides with ArSeH catalyzed by heterometallic Ti-Ga-Salen system
Yang, Minghua,Zhu, Chengjian,Yuan, Fang,Huang, Yijun,Pan, Yi
, p. 1927 - 1930 (2005)
(Chemical Equation Presented) The first example of enantioselective ring-opening reaction of meso-epoxides with aryl selenols to give optically active β-arylseleno alcohol in up to 97% ee was realized, using a chiral Ti-Ga-Salen heterometallic catalyst. A strong synergistic effect of different Lewis acids in the system was exhibited in the catalytic process.
Catalytic asymmetric ring-opening reaction of meso-epoxides with aryl selenols and thiols catalyzed by a heterobimetallic gallium-titanium-salen complex
Sun, Jiangtao,Yang, Minghua,Yuan, Fang,Jia, Xuefeng,Yang, Xia,Pan, Yi,Zhu, Chengjian
supporting information; body text, p. 920 - 930 (2009/11/30)
A chiral heterobimetallic Lewis acid complex has been developed as an efficient catalyst. The enantioselective desymmetrization of meso-epoxides with aryl selenols and thiols catalyzed by the heterobimetallic complex has been optimized. The optically active β-arylseleno alcohols and β-hydroxy sulfides were obtained in good yields and high enantioselec- tivities (up to 97% ee and 92% ee, respectively). A strong synergistic effect between different Lewis acids was exhibited in the catalytic process. & copy; 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Synthesis of enantiomerically enriched β-hydroxy selenides by catalytic asymmetric ring opening of meso-epoxides with (phenylseleno)silanes
Tiecco, Marcello,Testaferri, Lorenzo,Marini, Francesca,Sternativo, Silvia,Del Verme, Francesca,Santi, Claudio,Bagnoli, Luana,Temperini, Andrea
, p. 3337 - 3342 (2008/09/21)
The first example of the enantioselective ring opening of meso-epoxides by (phenylseleno)silanes using salen(Cr)complexes as catalyst is described. This desymmetrization reaction constitutes a simple and convenient approach to synthetically versatile optically active β-hydroxy selenides.
Biocatalytic reduction of a racemic selenocyclohexanone by Brazilian basidiomycetes
Piovan, Leandro,Capelari, Marina,Andrade, Leandro H.,Comasseto, Joao V.,Porto, Andre L.M.
, p. 1398 - 1402 (2008/02/11)
An efficient synthesis of the chiral cyclic secondary alcohols, trans-2-(phenylseleno)cyclohexanol 1a and cis-2-(phenylseleno)cyclohexanol 1a, was obtained by enzymatic reduction of 2-(phenylseleno)cyclohexanone 1 using whole fungal cells. Five strains of white-rot basidiomycetes were examined; Irpex lacteus CCB 196, Pycnoporus sanguineus CCB 196, Trametes rigida CCB 285, Trametes versicolor CCB 202 and Trichaptum byssogenum CCB 203. Cells of T. rigida CCB 285 gave alcohols cis-(RS)-1a and trans-(SS)-1a in high enantiomeric excesses (ca. 99%).
