Title:
|
Access to enantiopure 4-substituted 1,5-aminoalcohols from phenylglycinol-derived δ-lactams: synthesis of Haliclona alkaloiods
|
Author:
|
Amat Tusón, Mercedes; Guignard, Guillaume; Llor Brunés, Núria; Bosch Cartes, Joan
|
Other authors:
|
Universitat de Barcelona |
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. |
Subject(s):
|
-Síntesi orgànica -Alcaloides -Lactames -Compostos heterocíclics -Organic synthesis -Alkaloids -Lactams -Heterocyclic compounds |
Rights:
|
(c) American Chemical Society , 2014
|
Document type:
|
Article Article - Accepted version |
Published by:
|
American Chemical Society
|
Share:
|
|