Please use this identifier to cite or link to this item:
http://hdl.handle.net/2445/99053
Title: | Access to enantiopure 4-substituted 1,5-aminoalcohols from phenylglycinol-derived δ-lactams: synthesis of Haliclona alkaloiods |
Author: | Amat Tusón, Mercedes Guignard, Guillaume Michel Pablo Llor Brunés, Núria Bosch Cartes, Joan |
Keywords: | Síntesi orgànica Alcaloides Lactames Compostos heterocíclics Organic synthesis Alkaloids Lactams Heterocyclic compounds |
Issue Date: | 21-Mar-2014 |
Publisher: | American Chemical Society |
Abstract: | LiNH2BH3-promoted reductive opening of 8-substituted phenylglycinol-derived oxazolopiperidone lactams leads to enantiopure 4-substituted-5-aminopentanols, which are used as starting building blocks in the synthesis of the Haliclona alkaloids haliclorensin C, haliclorensin, and halitulin (formal). The starting lactams are easily accessible by a cyclocondensation reaction of (R)-phenylglycinol with racemic γ-subtituted δ-oxoesters, in a process that involves a dynamic kinetic resolution. |
Note: | Versió postprint del document publicat a: http://dx.doi.org/10.1021/jo5002627 |
It is part of: | Journal of Organic Chemistry, 2014, vol. 79, num. 6, p. 2792-2802 |
URI: | http://hdl.handle.net/2445/99053 |
Related resource: | http://dx.doi.org/10.1021/jo5002627 |
ISSN: | 0022-3263 |
Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) Articles publicats en revistes (Institut de Biomedicina (IBUB)) |
Files in This Item:
File | Description | Size | Format | |
---|---|---|---|---|
643221.pdf | 780.84 kB | Adobe PDF | View/Open |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.