Catalytic enantioselective addition of diethylzinc to 1,3-dithian-2-yl substituted aliphatic aldehydes: a new approach to optically active 2-(hydroxyalkyl)-1,3-dithianes |
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| Institution: | 1. Department of Chemistry, University of British Columbia, Vancouver, BC V6T 1Z1, Canada;2. Department of Chemical and Biological Engineering, University of British Columbia, Vancouver, BC V6T 1Z3, Canada |
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| Abstract: | Asymmetric synthesis of 2-(hydroxyalkyl)-1,3-dithianes was achieved in good yields of up to 81% by using various 1,3-dithian-2-yl-substituted aliphatic aldehydes as substrates in the catalytic enantioselective addition of diethylzinc. With fair enantiomeric ratios of up to 85:15 in the enantiocontrolled ethylation step this synthetic approach provides an entry towards potential chiral building blocks. |
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