Total syntheses of (+)-bernumidine and its unnatural enantiomer

TETRAHEDRON LETTERS

卷:59

Article

Correa, Bianca K.¹  Silva, Tamiris R. C.¹  Raminelli, Cristiano¹ 

[1] Univ Fed Sao Paulo, Inst Ciencias Ambientais Quim & Farmaceut, Rua Prof Artur Riedel 275, BR-09972270 Diadema, SP, Brazil

关键词: (+)-Bernumidine;    Bernumidine enantiomer;    MOR ligands;    Chemoenzymatic DKR;    Enantioselective hydrogenation;   

DOI  :  10.1016/j.tetlet.2018.08.046

来源: Elsevier

【 摘 要 】

Total syntheses of (+)-bernumidine and its unnatural enantiomer were accomplished through chemoenzymatic dynamic kinetic resolution and ruthenium(II)-catalyzed enantioselective hydrogenation, which provided (R)-salsolidine propyl carbamate and N-acetyl (S)-salsolidine in high yields and enantiomeric excesses, respectively. Both enantiomers of salsolidine were accessed and converted into (+)- and (-)-bernumidine via simple and efficient transformations. (C) 2018 Elsevier Ltd. All rights reserved.

【 授权许可】

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