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Dual amine and palladium catalysis in diastereo- and enantioselective allene carbocyclization reactions.

Abstract:
A pyrrolidine and Pd catalyzed diastereoselective carbocyclization of aldehyde and ketone-linked allenes has been developed. The cooperative organo/metal-catalyzed cyclization reaction, which presumably proceeds via an enamine intermediate, is efficient and broad in scope. Also, it has been extended to a catalytic asymmetric variant using diarylprolinol-based organocatalysts to afford substituted cyclopentane and pyrrolidine reaction products in up to 82% ee.
Publication status:
Published

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Publisher copy:
10.1021/ol303128s

Authors


Barber, DM More by this author
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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
Organic letters
Volume:
14
Issue:
24
Pages:
6350-6353
Publication date:
2012-12-05
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
URN:
uuid:cd9d3751-ca24-4ee2-948b-fca491ce918a
Source identifiers:
367652
Local pid:
pubs:367652

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