Abstract
| - Ir-catalyzed allylic aminations of (E)-4-benzyloxy-2-butenylmethyl carbonate with benzylamine using Feringa's (Sa,Sc,Sc)-phosphoramidite as a chiral ligand afforded linear-aminatedachiral product N,O-dibenzyl-4-amino-2-buten-1-ol regioselectively (linear/branched = >99/1), whereas the (E)-5-benzyloxy-2-pentenyl methyl carbonate showed completelyopposite regioselectivity (linear/branched = >1/99) andafforded the optically active (3R)-N,O-dibenzylated 3-amino-1-penten-5-ol with very high enantioselectivity (96% ee),which was used as a key intermediate for the effectivesynthesis of various cyclic β-amino alcohol derivativesthrough ring-closing metathesis in high yields.
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