1243260-40-3Relevant academic research and scientific papers
Total synthesis and biological evaluation of (-)-apicularen A and its analogues
Palimkar, Sanjay S.,Uenishi, Jun'Ichi,Ii, Hiromi
, p. 388 - 399 (2012/02/15)
The total synthesis of (-)-apicularen A (1), a highly cytostatic 12-membered macrolide, and its analogues is described. The convergent and distinct approach not only provides 1, but also opens the opportunity to synthesizeC10-C11 functional analogues of 1
Total synthesis of (-)-Apicularen A
Palimkar, Sanjay S.,Uenishi, Junichi
supporting information; experimental part, p. 4160 - 4163 (2010/11/17)
A convergent total synthesis of (-)-apicularen A, a highly cytostatic 12-membered macrolide, has been accomplished. The key steps include assembling of iodoalkene 8 and aldehyde 9 by Nozaki-Hiyama-Kishi (NHK) coupling, stereospecific construction of 2,6-trans-disubstituted dihydropyran by Pd(II)-catalyzed 1,3-chirality transfer reaction, and Yamaguchi macrolactonization. Introduction of the (2Z,4Z)-heptadienamide moiety in the side chain by an efficient Cu(I)-mediated coupling completed the total synthesis.
