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

Correa, Bianca K.; Silva, Tamiris R. C.; Raminelli, Cristiano

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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

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

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Author(s):	Correa, Bianca K. ^[1] ; Silva, Tamiris R. C. ^[1] ; Raminelli, Cristiano ^[1] Total Authors: 3
Affiliation:	^[1] Univ Fed Sao Paulo, Inst Ciencias Ambientais Quim & Farmaceut, Rua Prof Artur Riedel 275, BR-09972270 Diadema, SP - Brazil Total Affiliations: 1
Document type:	Journal article
Source:	Tetrahedron Letters; v. 59, n. 39, p. 3583-3585, SEP 26 2018.
Web of Science Citations:	0
Abstract
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)

FAPESP's process:	17/21990-0 - 2-(Trialkylsilyl)aryl trifluoromethanesulfonates as aryne precursors in the development of methodologies for obtaining nitrogen-containing heterocyclic compounds and total syntheses of bioactive natural products
Grantee:	Cristiano Raminelli
Support Opportunities:	Regular Research Grants

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