Please use this identifier to cite or link to this item:
http://hdl.handle.net/2445/190175
Title: | Optimized asymmetric synthesis of umuravumbolide |
Author: | Pérez-Palau, Marina Balaguer Garcia, Eduard Romea, Pedro Urpí Tubella, Fèlix |
Keywords: | Alcohols Mescles Solucions (Química) Alcohols Mixtures Solution (Chemistry) |
Issue Date: | 25-Aug-2022 |
Publisher: | American Chemical Society |
Abstract: | Herein, the asymmetric synthesis of umuravumbolide (1) is described. The new approach features highly stereoselective transformations (dr ≥ 95:5) to install both stereocenters and the Z olefin, which involve a new radical alkylation, an Ando olefination, and a Krische allylation on a Z allylic alcohol, not reported before. The application of such successful reactions, together with the limited use of protecting groups and concession steps, makes it possible to complete the synthesis in 10 steps, resulting in a 39% overall yield from chiral N-acyl oxazolidinone 2. |
Note: | Reproducció del document publicat a: https://doi.org/10.1021/acsomega.2c02304 |
It is part of: | ACS Omega , 2022, vol. 7, num. 35, p. 30835-30840 |
URI: | http://hdl.handle.net/2445/190175 |
Related resource: | https://doi.org/10.1021/acsomega.2c02304 |
ISSN: | 2470-1343 |
Appears in Collections: | Articles publicats en revistes (Institut de Biomedicina (IBUB)) Articles publicats en revistes (Química Inorgànica i Orgànica) |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
724637.pdf | 1.49 MB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.