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85031152890
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note
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4 and evaporation under reduced pressure yielded a crude alcohol, which was further purified by flash column chromatography (acetone/pet ether 1:25) to give the purified alcohols (yield 68%). The enantiomeric excess and absolute configuration was determined from the specific rotation of the purified product.
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85031151256
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To study the effect of bulk of the N-alkyl substituent on enantioselectivity, (1S,3R,4S,6R)-4-allylamino-3-caranol, a chiral catalyst with less bulkier N-allyl group was synthesized. When used as a chiral catalyst in the enantioselective alkylation of benzaldehyde, (R)-1-phenyl-1-propanol was obtained with 60% ee which is considerably less for the same reaction with chiral catalyst 2 (ee 81% with benzaldehyde)
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To study the effect of bulk of the N-alkyl substituent on enantioselectivity, (1S,3R,4S,6R)-4-allylamino-3-caranol, a chiral catalyst with less bulkier N-allyl group was synthesized. When used as a chiral catalyst in the enantioselective alkylation of benzaldehyde, (R)-1-phenyl-1-propanol was obtained with 60% ee which is considerably less for the same reaction with chiral catalyst 2 (ee 81% with benzaldehyde).
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