Please use this identifier to cite or link to this item: http://hdl.handle.net/2445/99269
Title: Enantio- and Diastereoconvergent Cyclocondensation Reactions: Synthesis of Enantiopure cis-Decahydroquinolines.
Author: Amat Tusón, Mercedes
Ghirardi, Elena
Navio, Laura
Griera Farres, Rosa
Llor Brunés, Núria
Molins i Grau, Elies
Bosch Cartes, Joan
Keywords: Química orgànica
Alcaloides
Síntesi asimètrica
Lactames
Compostos heterocíclics
Organic chemistry
Alkaloids
Asymmetric synthesis
Lactams
Heterocyclic compounds
Issue Date: 18-Nov-2013
Publisher: Wiley-VCH
Abstract: Up to four stereocenters with a well-defined configuration are generated in a single synthetic step by the cyclocondensation of (R)-phenylglycinol or (1S,2R)-1-amino-2-indanol with stereoisomeric mixtures (racemates, meso forms, diastereoisomers) of cyclohexanone-based δ-keto-acid and δ-keto-diacid derivatives in enantio- and diastereoconvergent processes that involve dynamic kinetic resolution and/or desymmetrization of enantiotopic groups. A detailed analysis of the stereochemical outcome of this process is presented. This method provides easy access to enantiopure 8- and 6,8-substituted cis-decahydroquinolines, including alkaloids of the myrioxazine family.
Note: Versió postprint del document publicat a: http://dx.doi.org/10.1002/chem.201302894
It is part of: Chemistry-A European Journal, 2013, vol. 19, num. 47, p. 16044-16049
Related resource: http://dx.doi.org/10.1002/chem.201302894
URI: http://hdl.handle.net/2445/99269
ISSN: 0947-6539
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 SizeFormat 
628798.pdf878.44 kBAdobe PDFView/Open


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.