Journal
TETRAHEDRON
Volume 70, Issue 3, Pages 742-748Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.11.070
Keywords
Total synthesis; Sesquiterpenoids; Relay ring-closing metathesis; Diastereoselectivity; Claisen rearrangement
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Funding
- Ministry of Education, Science, Sports, Culture and Technology, Japan
- Program for the Promotion of Basic and Applied Research for Innovation in the Bio-oriented Industry (BRAIN)
- Grants-in-Aid for Scientific Research [23390026] Funding Source: KAKEN
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Concise and efficient enantioselective total syntheses of heliannuols B and D have been accomplished using chirality transfer through a Lewis acid-promoted Claisen rearrangement for the construction of the C7 tertiary stereogenic center and a relay ring-closing metathesis for assembling the dihydrobenzo[b]oxepine backbone of the natural products as the key steps. (C) 2013 Elsevier Ltd. All rights reserved.
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