183446-14-2Relevant academic research and scientific papers
Diastereoselective Synthesis and Stereochemical Research of Optically Pure Telluronium Salts
Zhang, Jian,Saito, Shinichi,Koizumi, Toru
, p. 5423 - 5429 (2007/10/03)
The synthesis of optically pure telluronium salts 4a-i, using the 2-exo-hydroxy-10-bornyl group as a chiral ligand, has been achieved in high yield and selectivity by the reaction of chiral alkoxytelluranes 3a-i with organolithium and Grignard reagents. Both diastereoisomers of ethyl(2-exo-hydroxy-10-bornyl)methyltelluronium chloride (4a,b) and butyl(2-exo-hydroxy-10-bornyl)-methyltelluronium chloride (4c,d) have been synthesized in optically pure form in high yield and with excellent diastereoselectivity. The method has been used for the asymmetric synthesis of chiral benzyl- and allyltelluronium salts 5a-h. Structures of these salts have been confirmed by X-ray analyses of 4a and 4b, which indicated that all of the salts have their pyramidal geometrical structures around the tellurium atom. The thermal and optical stability and the possible mechanisms of the reaction are also discussed.
Halogen exchange reaction of optically pure halotelluranes
Takahashi, Shigemasa,Zhang, Jian,Saito, Shinichi,Koizumi, Toru
, p. 373 - 384 (2007/10/03)
A series of optically pure chlorotelluranes (2a-c) has been prepared by using the 2-exo-hydroxy-10-bornyl group as a chiral ligand. Fluoro, bromo, and iodotelluranes (1,3, and 4) were also prepared by the halogen exchange reaction of 2 in the presence of NaX, AgX, or tetrabutylammonium halide (TBAX) (X = halogen). The retention of the stereochemistry of chiral tellurium atom was observed throughout the reaction. An SN1 pathway was proposed as the mechanism of this halogen exchange reaction.
First synthesis and structure of optically pure Te-chiral-alkoxytelluranes
Takahashi, Tamiko,Zhang, Jian,Kurose, Noriyuki,Takahashi, Shigemasa,Koizumi, Toru,Shiro, Motoo
, p. 2797 - 2800 (2007/10/03)
The first synthesis and isolation of optically pure Te-chiral-alkoxytelluranes 1 and 8 have been developed using the 2-exo-hydroxy-10-bornyl group as a chiral ligand. A distorted trigonal bipyramidal (TBP) structure of 1i with R configuration was confirmed by the X-ray analysis.
