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Title: Total synthesis of (-)-2-epi-peloruside A. Author: Smith AB, Cox JM, Furuichi N, Kenesky CS, Zheng J, Atasoylu O, Wuest WM. Journal: Org Lett; 2008 Dec 18; 10(24):5501-4. PubMed ID: 19007239. Abstract: A convergent synthesis of (-)-2-epi-peloruside A has been achieved. Highlights include implementation of multicomponent type I anion relay chemistry (ARC) to unite 2-TBS-1,3-dithiane with two epoxides to construct the eastern hemisphere, a late-stage dithiane union to secure the complete, fully functionalized carbon backbone, and Yamaguchi macrolactonization, which led to (-)-2-epi-peloruside A via an unexpected epimerization at C(2).[Abstract] [Full Text] [Related] [New Search]