862591-91-1Relevant academic research and scientific papers
Total synthesis of (+)-Oocydin A: Application of the suzuki-miyaura cross-coupling of 1,1-Dichloro-1-alkenes with 9-alkyl 9-BBN
Roulland, Emmanuel
, p. 3762 - 3765 (2008/12/23)
(Chemical Equation Presented) Two sensitive fragments were coupled in the mild title reaction to create the Zchlorovinyl functionality of the target macrolide oocydin A (1; see scheme). Another highlight in the total synthesis of 1 was an efficient stereoselective Pd0-catalyzed cyclization to form the highly substituted tetrahydrofuran ring. Bz = benzoyl, TBS = tert-butyldimethylsilyl, MPM = 4-methoxyphenylmethyl.
Enantioselective total synthesis of peloruside a: A potent microtubule stabilizer
Ghosh, Arun K.,Xu, Xiaoming,Kim, Jae-Hun,Xu, Chun-Xiao
supporting information; experimental part, p. 1001 - 1004 (2009/04/07)
An enantioselective total synthesis of (+)-peloruside A (1) is described. Peloruside A (1) is a potent microtubule stabilizer with significant clinical potential. The synthesis is convergent and involves the assembly of C1-C10 segment 2 and C11-C24 segment 3 by a novel aldol protocol followed by Yamaguchi macrolactonization of the resulting seco-acid, selective methylation of hemi-ketal and removal of the protecting groups to peloruside A.
