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We have achieved the synthesis of C15–C27 fragment of venturicidine X using desymmetrization protocol, substrate-controlled Grignard reaction, Barton–McCombie reaction, Sharpless epoxidation, and TBSOTf-mediated rearrangement to produce the aldol product through a non-aldol route as the key step following 23 longest linear sequences with 6.4% overall yield starting from a known intermediate 11.
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