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

Autor(es)

Correa, Bianca K. ^[1] ; Silva, Tamiris R. C. ^[1] ; Raminelli, Cristiano ^[1]

Afiliação do(s) autor(es)

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

• Tipo de documento: Artigo Científico
• Fonte: Clinica Chimica Acta; v. 485, p. 3583-3585, OCT 2018.
• Citações Web of Science: 0

Resumo

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. (AU)

• Processo FAPESP: 17/21990-0 - 2-(Trialquilsilil)aril trifluorometanossulfonatos como precursores de arinos no desenvolvimento de metodologias para a obtenção de compostos heterocíclicos nitrogenados e sínteses totais de produtos naturais bioativos
• Beneficiário: Cristiano Raminelli
• Modalidade de apoio: Auxílio à Pesquisa - Regular