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Title: Enantioselective total synthesis of (-)-blennolide A. Author: Tietze LF, Ma L, Reiner JR, Jackenkroll S, Heidemann S. Journal: Chemistry; 2013 Jun 24; 19(26):8610-4. PubMed ID: 23649592. Abstract: Blennolide A can be synthesized through an enantioselective domino-Wacker/carbonylation/methoxylation reaction of 7a with 96 % ee and an enantioselective Wacker oxidation of 7b with 89 % ee. Further transformations led to the α,β-unsaturated ester (E)-17, which was subjected to a highly selective Michael addition, introducing a methyl group to give 18a. After a threefold oxidation and an intramolecular acylation, the tetrahydroxanthenone 4 was obtained, which could be transformed into (-)-blennolide A (ent-1) in a few steps.[Abstract] [Full Text] [Related] [New Search]