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Synthesis 2010(1): 161-170
DOI: 10.1055/s-0029-1217046
DOI: 10.1055/s-0029-1217046
FEATUREARTICLE
© Georg Thieme Verlag
Stuttgart ˙ New York
Asymmetric Diels-Alder Reactions of Vinylindoles Using Organocatalysis
Further Information
Received
28 July 2009
Publication Date:
19 October 2009 (online)
Publication History
Publication Date:
19 October 2009 (online)
Abstract
The different behavior of 3- and 2-vinylindoles in Diels-Alder cycloaddition reactions in the presence of bifunctional hydrogen bond donor organocatalysts is described.
Key words
asymmetric catalysis - Diels-Alder reactions - kinetic resolution - organocatalysis - vinylindoles
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Obtained from (R)-bornylamine and 1,1′-thiocarbonyl-diimidazole in THF, followed by chromatographic purification.