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Synthesis 2018; 50(09): 1773-1782
DOI: 10.1055/s-0037-1609418
DOI: 10.1055/s-0037-1609418
short review
Diels–Alder Reactions of 1,2-Dihydropyridines: An Efficient Tool for the Synthesis of Isoquinuclidines
Thanks are due to University of Aveiro and FCT/MEC for the financial support of the QOPNA research unit (FCTUID/QUI/00062/2013) through national funds and, where applicable, co-financed by the FEDER, within the PT2020 Partnership Agreement.Further Information
Publication History
Received: 28 January 2018
Accepted after revision: 26 February 2018
Publication Date:
04 April 2018 (online)
Abstract
The Diels–Alder reaction of 1,2-dihydropyridines with different dienophiles is a well-established and straightforward method for the synthesis of isoquinuclidines. Nevertheless, the enantioselective preparation of isoquinuclidines using organocatalysts or organometallic catalysts is rather unexplored. This succinct review offers readers an overall perspective of the most important recent developments and concepts related to this topic.
1 Introduction
2 Asymmetric Diels–Alder Reaction of 1,2-Dihydropyridines
2.1 Transition-Metal-Catalyzed Reactions
2.2 Organocatalyzed Reactions
3 Diels–Alder Reaction of 1,2-Dihydropyridines in the Synthesis of Biologically Valuable Compounds
4 Conclusion
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