A concise synthesis of pinellic acid using a cross-metathesis approach
作者:Ayako Miura、Shigefumi Kuwahara
DOI:10.1016/j.tet.2009.02.063
日期:2009.4
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.
MATSUMOTO, TAKASHI;KITANO, YASUNORI;SATO, FUMIE, TATRAHEDRON LETT., 29,(1988) N 44, C. 5685-5688