期刊
TETRAHEDRON
卷 65, 期 17, 页码 3364-3368出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.02.063
关键词
Pinellic acid; Influenza; Total synthesis; Cross-metathesis; Fatty acid
资金
- Ministry of Education, Culture, Sports, Science and Technology of Japan [19380065]
- Grants-in-Aid for Scientific Research [19380065] Funding Source: KAKEN
A new enantioselective synthesis of pinellic acid, a trihydroxy unsaturated fatty acid exhibiting oral adjuvant activity for nasally administered influenza vaccine, has been accomplished using a cross-metathesis reaction between two terminal olefin intermediates as the key step. This synthesis is the shortest to date, furnishing pinellic acid in 17% overall yield via only seven steps from a readily available known dihydroxy ester. (C) 2009 Elsevier Ltd. All rights reserved.
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