137765-98-1Relevant academic research and scientific papers
Asymmetric desymmetrization of saturated and unsaturated meso-1,2-diols
Fujioka, Hiromichi,Nagatomi, Yasushi,Kotoku, Naoyuki,Kitagawa, Hidetoshi,Kita, Yasuyuki
, p. 10141 - 10151 (2007/10/03)
An asymmetric desymmetrization of saturated and unsaturated cyclic and acyclic meso-1,2-diols has been developed from the ene acetals, prepared from the norbornene carboxyaldehyde and meso-1,2-diols. The intramolecular haloetherification of the ene acetals as a key step afforded 8-membered acetals in a stereoselective manner just by the reaction of norbornene olefin even when the ene acetals from unsaturated meso-1,2-diols having olefins in the same molecule were used. Subsequent reductive elimination, followed by protecting the hydroxy group and transacetalization, gave optically active 1,2-diol derivatives and the starting ene acetals in good yields. (C) 2000 Elsevier Science Ltd.
Enantiodifferentiating Functionalization of Prochiral Diols by Highly Stereoselective Ring-Cleavage Reaction of Spiroacetals Derived from l-Menthone with Allyltrimethylsilane-Titanium-Tetrachloride
Harada, Toshiro,Ikemura, Yoshifumi,Nakajima, Hiroyuki,Ohnishi, Takayuki,Oku, Akira
, p. 1441 - 1444 (2007/10/02)
Enantiodifferentiating transformation of prochiral diols possessing ?-symmetry was realized by the utilization of titanium tetrachloride-promoted selective ring-cleavage reaction of spiroacetals derived from the diols and l-menthone with allyltrimethylsil
