Studies on the synthesis of apoptolidin A. 1. Synthesis of the C(1)-C(11) fragment

by Handa, Masaki; Scheidt, Karl A.; Bossart, Martin; Zheng, Nan; Roush, William R.

[GRAPHICS] A synthesis of the C(1)-C(11) fragment of apoptolidin A has been accomplished by a convergent route involving the stereoselective glycosidation of 9 and the Suzuki cross-coupling reaction of bromodienoate 7 and the vinylborane generated via chemoselective hydroboration of diyne 6 with diisopinocampheylborane.

Journal
Journal of Organic Chemistry
Volume
73
Issue
3
Year
2008
Start Page
1031
ISBN/ISSN
0022-3263; 1520-6904
DOI
10.1021/jo702250z