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Stereoselective Synthesis of Piperidines by Iridium-Catalyzed Cyclocondensation.

Authors :
Sandmeier T
Krautwald S
Carreira EM
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2017 Sep 11; Vol. 56 (38), pp. 11515-11519. Date of Electronic Publication: 2017 Aug 07.
Publication Year :
2017

Abstract

An iridium-catalyzed cyclocondensation of amino alcohols and aldehydes is reported. Intramolecular allylic substitution by an enamine intermediate and subsequent in situ reduction furnishes 3,4-disubstituted piperidines with high enantiospecificity and good diastereoselectivity. The modular approach and the broad functional group tolerance provide access to diverse piperidine derivatives, which were further functionalized to give a versatile set of products.<br /> (© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
56
Issue :
38
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
28731546
Full Text :
https://doi.org/10.1002/anie.201706374