@article{oai:nitech.repo.nii.ac.jp:00004192, author = {Watanabe, Makoto and Komota, Mineo and Nishimura, Masamichi and Araki, Shuki and Butsugan, Yasuo}, issue = {18}, journal = {Journal of the Chemical Society. Perkin transactions 1}, month = {Jan}, note = {Chiral 1,2-disubstituted ferrocenyl amino alcohols 2 and 3[(-)- and (+)-DFPE] catalysed enantioand diastereo-selective addition of diethylzinc reagent to racemic α-thio- and α-seleno-aldehydes 1 to afford optically active vicinal thio- and seleno-alcohols 4-7. In the presence of (R,S)-catalyst 2, the R-enantiomer of 1 selectively reacted with diethylzinc to afford vicinal (3S,4R)-thio- and selenoalcohols 4 with high diastereoselectivity. On the other hand, ethylation of the S-enantiomer of 1 proceeded with low selectivity and low yields. Similarly, the (S,R)-catalyst 3[(+)-DFPE] catalysed ethylation of racemic α-thioaldehydes 1 to afford vicinal (3R,4S)-thioalcohols 6 with high stereoselectivity. The recovered unchanged aldehydes 1 were completely racemized after work-up., application/pdf}, pages = {2193--2196}, title = {Catalytic enantio- and diastereo-selective addition of diethylzinc to racemic α-thio- and α-seleno-aldehydes: Asymmetric synthesis of optically active vicinal thio- and seleno-alcohols}, volume = {1993}, year = {1993} }