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À propos de : Nonracemic Betti Base as a New ChiralAuxiliary: Application to Total Synthesesof Enantiopure (2S,6R)-Dihydropinidineand (2S,6R)-Isosolenopsins        

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  • Nonracemic Betti Base as a New ChiralAuxiliary: Application to Total Synthesesof Enantiopure (2S,6R)-Dihydropinidineand (2S,6R)-Isosolenopsins
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  • Total syntheses of enantiopure alkaloidal natural products(2S,6R)-dihydropinidine (as hydrochloride) and (2S,6R)-isosolenopsins (as hydrochlorides) were achieved in foursteps and in 80−82% total yields by using a syntheticstrategy of the formation-cleavage of 1,3-oxazinane. (S)-Bettibase was proved to be an excellent chiral auxiliary and anovel Pd/C catalyzed N-debenzylation straightforward toamine hydrochloride was developed in the presence ofCH2Cl2.
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