Stereoselective synthesis of thienyl and furyl analogues of ephedrine
F Effenberger, J Eichhorn
Index: Effenberger, Franz; Eichhorn, Joachim Tetrahedron Asymmetry, 1997 , vol. 8, # 3 p. 469 - 476
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Citation Number: 62
Abstract
The stereoselective syntheses of thienyl and furyl analogues of ephedrine starting from (R)- and (S)-cyanohydrins, respectively, are described. Addition of methyl Grignard to the O- trimethylsilyl protected optically active cyanohydrins (R)-and (S)-3 and hydrogenation of the resulting imino intermediates gives the erythro-2-amino alcohols 4 with high diastereoselectivity. Their reductive methylation leads to the enantiomerically pure ...
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