Journal
TETRAHEDRON LETTERS
Volume 56, Issue 27, Pages 4080-4083Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.05.021
Keywords
Pyrroloindoline; Enantioselective gold catalysis; Allenoamide; Tryptamine
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Funding
- National Science Foundation of China [21272268, 21472237]
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A new method was developed to enantioselectively synthesize pyrroloindolines from the reaction of allenoamides with tryptamines by using BINOL derived phosphoramidate ligated gold catalyst. Electrophilic addition of the gold-allene complex led to tryptamine's C-3-dearomatization, which, followed by C-2 cyclization, provided the desired annulation product. In addition, furoindoline product could also be prepared from the reaction of tryptol. (C) 2015 Elsevier Ltd. All rights reserved.
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