Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5277947 | Tetrahedron Letters | 2011 | 4 Pages |
Abstract
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 γ-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.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Narihito Ogawa, Yuichi Kobayashi,