| Microwave-Assisted Organocatalytic Enantioselective Intramolecular aza-Michael Reaction with α,β-Unsaturated Ketones. | |
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MedLine Citation:
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PMID: 22083999 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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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. |
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Authors:
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Santos Fustero; Carlos Del Pozo; Cristina Mulet; Rubén Lazaro; María Sánchez-Roselló |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2011-11-14 |
Journal Detail:
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Title: Chemistry (Weinheim an der Bergstrasse, Germany) Volume: - ISSN: 1521-3765 ISO Abbreviation: - Publication Date: 2011 Nov |
Date Detail:
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Created Date: 2011-11-15 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9513783 Medline TA: Chemistry Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Copyright Information:
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Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
Affiliation:
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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). santos.fustero@uv.es, sfustero@cipf.es. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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