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Synthesis of (−)-Sordarin

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NIAID Data Ecosystem2026-03-06 收录
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https://figshare.com/articles/dataset/Synthesis_of_Sordarin/3219799
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The first total synthesis of (−)-sordarin (1) was accomplished exploiting the following key reactions:  (i) Ag(I)-catalyzed oxidative radical cyclization of a cyclopropanol derivative leading to a bicyclo[5.3.0]decan-3-one skeleton; (ii) Pd(0)-catalyzed intramolecular allylation reaction resulting in the entire strained bicyclo[2.2.1]heptan-2-one framework of sordaricin (2); (iii) selective dihydroxylation of terminal alkenes by the combined use of OsO4 and PhB(OH)2; and (iv) β(1,2-cis)-selective glycosidation via a 1,3-anchimeric assistance from a 4-methoxybenzoyl group.
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2016-05-05
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