The First Asymmetric Total Syntheses and
Determination of Absolute Configurations of
Xestodecalactones B and C

Liang, Qiren; Zhang, Jiyong; Quan, Weiguo; Sun, Yongquan; She, Xuegong; Pan, Xinfu

doi:10.1021/jo070159v.s001

jo070159v_si_001.pdf (3.93 MB)

The First Asymmetric Total Syntheses and Determination of Absolute Configurations of Xestodecalactones B and C

journal contribution

posted on 2007-03-30, 00:00 authored by Qiren Liang, Jiyong Zhang, Weiguo Quan, Yongquan Sun, Xuegong She, Xinfu Pan

The first efficient asymmetric total syntheses of xestodecalactones B and C have been accomplished in 10 steps with an overall yield of 22 and 20.2%, respectively. The key steps involve the utility of Evans oxazolidinone-mediated syn-aldol condensations to establish the C-9 configuration and the macrolide ring formation by intramolecular acylation. The absolute configurations of xestodecalactones B and C have been determined via these syntheses.