Journal
TETRAHEDRON
Volume 66, Issue 26, Pages 4854-4859Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.01.094
Keywords
Alkaloids; Organocatalysis; Quaternary center; Asymmetric synthesis
Categories
Funding
- Oregon State University (OSU)
- National Science Foundation [CHE-0722319]
- Murdock Charitable Trust [2005265]
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Proline aryl sulfonamide-catalyzed, multi-component couplings have been developed for accessing densely functionalized [2.2.2] bicyclic ketones containing up to four contiguous chiral centers including an all-carbon benzylic quaternary center in high enantio- and diastereoselectivity. Application to the bicyclic core of the recently isolated alkaloid kopsonoline is illustrated. (C) 2010 Elsevier Ltd. All rights reserved.
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