References
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- We have reported SN2′ addition of organocuprates to chiral allylic cyclic carbonates: see
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- The compound (-)-lb[[α]25 D −60.0 (c 0.25)] was prepared from 4-p-methoxybenzyl-2, 3-O-isopropylidene-L-threose: (1) Ph3PCHCHO, toluene, reflux, 30 min (87%) (2) NaBH4, CeCI3.7H2O, EtOH, rt, 1 h (82%). (3) TsCl, Et3N, DMAP, CH2Cl2, 0 °C, 30 min (4) LiAlH4, THF, -30 °C → rt, 1 h (50% overall) (5) aq. HCl (10%), THF, 10 h (90%) (6) CO(Im)2, CH2Cl2, rt, 30 min (87%)