1619930-75-4Relevant academic research and scientific papers
Total synthesis and stereochemical reassignment of mandelalide A
Lei, Honghui,Yan, Jialei,Yu, Jie,Liu, Yuqing,Wang, Zhuo,Xu, Zhengshuang,Ye, Tao
supporting information, p. 6533 - 6537 (2014/06/24)
The total synthesis of the tunicate metabolite mandelalide A and the correction of its originally assigned stereochemistry are reported. Key features of the convergent, fully stereocontrolled route include the use of a Prins cyclization for the diastereoselective construction of the tetrahydropyran subunit, Rychnovsky-Bartlett cyclization for the preparation of the tetrahydrofuran moiety, Suzuki coupling, Horner-Wadsworth-Emmons macrocyclization, and glycosylation to append the L-rhamnose-derived pyranoside.
