Abstract
The first total synthesis of (-) -sordarin 1 has been accomplished by the use of following reactions for key steps : I) Ag (I) -catalyzed oxidative radical cyclization of a cyclopropanol derivative to construct a bicyclo [5.3.0] decan-3-one skeleton, II) Pd (0) -catalyzed intramolecular allylation reaction to prepare the strained bicyclo [2.2.1] heptan-2-one derivative having the whole framework of sordaricin 2, III) selective dihydroxylation reaction of terminal alkenes by the combined use of OsO4 and PhB (OH) 2, and N) β- (1, 2-cis) -selective glycosidation by a 1, 3-neighboring participation of a p-methoxybenzoyl group.
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