Document Detail

Microwave-Assisted Organocatalytic Enantioselective Intramolecular aza-Michael Reaction with α,β-Unsaturated Ketones.
MedLine Citation:
PMID:  22083999     Owner:  NLM     Status:  Publisher    
An organocatalytic enantioselective intramolecular aza-Michael reaction of carbamates bearing conjugated ketones as Michael acceptors is described. By using 9-amino-9-deoxy-epi-hydroquinine as the catalyst and pentafluoropropionic acid as a co-catalyst, a series of piperidines, pyrrolidines, and the corresponding benzo-fused derivatives (indolines, isoindolines, tetrahydroquinolines, and tetrahydroisoquinolines) can be obtained in excellent yields and enantioselectivities. In addition, the use of microwave irradiation at 60 °C improves the efficiency of the process giving rise to the final products with comparable yields and enantiomeric excesses. Some mechanistic insights are also considered.
Santos Fustero; Carlos Del Pozo; Cristina Mulet; Rubén Lazaro; María Sánchez-Roselló
Related Documents :
12530909 - Nucleic acid related compounds. 118. nonaqueous diazotization of aminopurine derivative...
24814009 - Total synthesis of (-)-lepistine.
18849059 - Oxidative transformations of environmental pharmaceuticals by cl(2), clo(2), o(3), and ...
24614689 - Stereoselective synthesis of β-d-glcnac-(1→4)-d-glc disaccharide starting from lactose.
23717099 - Chemical diversity of panax ginseng, panax quinquifolium, and panax notoginseng.
24907769 - Growth of aluminum-free porous oxide layers on titanium and its alloys ti-6al-4v and ti...
12625709 - Combinatorial lead optimization of [1,2]-diamines based on ethambutol as potential anti...
21255639 - Glutathione modulates the toxicity of, but is not a biologically relevant reductant for...
9433759 - Construction of ab-ring system of taxane framework by a-ring annulation strategy: synth...
Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2011-11-14
Journal Detail:
Title:  Chemistry (Weinheim an der Bergstrasse, Germany)     Volume:  -     ISSN:  1521-3765     ISO Abbreviation:  -     Publication Date:  2011 Nov 
Date Detail:
Created Date:  2011-11-15     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9513783     Medline TA:  Chemistry     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Copyright Information:
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Departmento de Química Orgánica, Universidad de Valencia, 46100 Burjassot (Spain), Fax: (+34) 963-544-939; Laboratorio de Moléculas Orgánicas, Centro de Investigación Principe Felipe, 46012 Valencia (Spain).,
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  Accelerated phase-contrast cine MRI using k-t SPARSE-SENSE.
Next Document:  Metabolomics study of stepwise hepatocarcinogenesis from the model rats to patients: potential bioma...