Journal
TETRAHEDRON LETTERS
Volume 50, Issue 6, Pages 704-707Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.11.106
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Funding
- National Science Council
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Organocatalytic domino oxa-Michael-Michael-Michael-aldol condensation of 2-((E)-2-nitrovinyl)phenol and 2 equiv of alpha,beta-unsaturated aldehydes (e.g., cinnamaldehyde) provided tetrahydro-6H-benzo[c]chromenes in high diastereoselectivity and high enantioselectivity (>99% ee). Structure of the adduct 4a was confirmed unambiguously by X-ray analysis. The diversity of the protocol was demonstrated by the chemo-differentiating three-component reactions (ABC type) affording the highly functionalized tetra hydro-6H-benzo[c]chromenes. (C) 2008 Elsevier Ltd. All rights reserved.
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