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Concise and Highly Stereoselective Synthesis of the C20–C26 Building Block of Halichondrins and Eribulin

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NIAID Data Ecosystem2026-03-07 收录
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A concise, stereoselective, and scalable synthesis of the C20–C26 building block of halichondrins and Eribulin is reported. The synthesis relies on three key transformations: regiospecific Ru-catalyzed intramolecular hydrosilylation, highly stereoselective SN2′ substitution, and selective conversion of a C–Si to C–I bond. It is carried out in a 5-pot/4-workup operation without chromatographic purification, except for filtration through a silica-gel plug, to give the C20–C26 building block (dr > 200:1; ee > 99%) in ca. 60% overall yield from epoxide 1.

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2016-02-22
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