Please use this identifier to cite or link to this item:
http://hdl.handle.net/1843/59319| Type: | Artigo de Periódico |
| Title: | Total synthesis of the antitumor antibiotic basidalin |
| Authors: | Jaime A. M. Acosta Ramesh Muddala Luiz Cláudio de Almeida Barbosa John Boukouvalas |
| Abstract: | The first synthesis of the tetronamide antibiotic basidalin was accomplished in five steps and 39% overall yield from readily available 4-bromo-2-triisopropylsilyloxyfuran and 2-formyl-1,3-dithiane. Highlights include: (i) regio- and stereocontrolled assemblage of a pivotal (Z)-γ-ylidene-β-bromobutenolide intermediate by stereodirected vinylogous aldol condensation (SVAC), (ii) installation of the amino group via aza-Michael addition/elimination, and crucially (iii) facile access to basidalin by late-stage dithiane removal. |
| Subject: | Misturas (Química) Estrutura molecular Produtos de ação antimicrobiana |
| language: | eng |
| metadata.dc.publisher.country: | Brasil |
| Publisher: | Universidade Federal de Minas Gerais |
| Publisher Initials: | UFMG |
| metadata.dc.publisher.department: | ICX - DEPARTAMENTO DE QUÍMICA |
| Rights: | Acesso Aberto |
| metadata.dc.identifier.doi: | https://doi.org/10.1021/acs.joc.6b01255 |
| URI: | http://hdl.handle.net/1843/59319 |
| Issue Date: | 2016 |
| metadata.dc.url.externa: | https://pubs.acs.org/doi/10.1021/acs.joc.6b01255 |
| metadata.dc.relation.ispartof: | American Chemical Society |
| Appears in Collections: | Artigo de Periódico |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| Total Synthesis of the Antitumor Antibiotic Basidalin.pdf | 319.03 kB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.