Journal
TETRAHEDRON-ASYMMETRY
Volume 26, Issue 7, Pages 361-366Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2015.02.010
Keywords
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Funding
- National Natural Science Foundation of China [81102340]
- New Century Excellent Talents in University [NCET-12-0528]
- National Key Technology Research and Development Program of China [2012BAK25B03]
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A concise and highly enantioselective (>99% ee) synthesis of falcarinol and panaxjapyne A and their enantiomers has been accomplished. The key steps involve the asymmetric addition of alkynylzinc reagent to acrolein and propionaldehyde catalyzed by a BINOL-Ti(OiPr)(4) complex and a classic Cadiot-Chodkiewicz cross-coupling reaction. The chiral polyacetylenic alcohols synthesized herein have potential utility in the development of antitumor drugs and antidiabetic agents. (C) 2015 Elsevier Ltd. All rights reserved.
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