期刊
TETRAHEDRON LETTERS
卷 52, 期 23, 页码 3001-3004出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.03.152
关键词
Protectin D1; Synthesis; Antiinflammation; Suzuki coupling; Asymmetric epoxidation
资金
- Ministry of Education, Science, Sports, and Culture, Japan
Stereoselective total synthesis of protectin D1 was completed through construction of the Z,E,E-triene structure by using the Suzuki coupling between the vinyl borane (C13-C22) and the vinyl iodide (C1-C12). The Z-enyne, the acetylene precursor of the vinyl borane was synthesized from optically active gamma-TMS allylic alcohol in a straightforward way. On the other hand, the vinyl iodide was prepared by using Wittig reaction between the C8-C12 aldehyde possessing the requisite iodo-olefin moiety and the C1-C7 phosphonium iodide. (C) 2011 Elsevier Ltd. All rights reserved.
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