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Enantioselective Michael addition/iminium ion cyclization cascades of tryptamine-derived ureas.

Abstract:
A Michael addition/iminium ion cyclization cascade of enones with tryptamine-derived ureas under BINOL phosphoric acid (BPA) catalysis is reported. The cascade reaction tolerates a wide variety of easily synthesized tryptamine-derived ureas, including those bearing substituents on the distal nitrogen atom of the urea moiety, affording polyheterocyclic products in good yields and good to excellent enantioselectivities.
Publication status:
Published

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Publisher copy:
10.1021/ol401039h

Authors


Aillaud, I More by this author
Barber, DM More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Inorganic Chemistry
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
Organic letters
Volume:
15
Issue:
12
Pages:
2946-2949
Publication date:
2013-06-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:9a41db69-d29c-477a-8da5-ce5c6c708804
Source identifiers:
401473
Local pid:
pubs:401473

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