271578-32-6Relevant articles and documents
Optical resolution of racemic norbornene aldehydes: Kinetically controlled intramolecular haloetherification of ene acetals
Fujioka, Hiromichi,Kotoku, Naoyuki,Nagatomi, Yasushi,Kita, Yasuyuki
, p. 1829 - 1832 (2007/10/03)
Haloetherification reaction of a diastereomeric mixture of the ene acetals 2 and 2', derived from racemic norbornene aldehydes and chiral non- racemic (S,S)-hydrobenzoin, proceeded in a kinetically controlled manner to give the optically pure aldehydes 3 along with the intact ene acetals 2'. Compounds 3 and 2' were converted to the optically pure norbornene aldehydes in both enantiomeric forms. Then a new chiral auxiliary for asymmetric desymmetrization of meso-1,2-diols was found. (C) 2000 Elsevier Science Ltd.