A highly efficient and selective synthesis of lissoclinolide (cas 132074-82-9) featuring hydrogen transfer hydrozirconation,trans-selective Pd-catalyzed cross coupling of alkenylzirconiums with 1,1-dibromoalkenes and Ag-catalyzed lactonization providing(Z)-γ-alkylidenebutenolides

Add time:07/30/2019    Source:sciencedirect.com

An antibiotic lissoclinolide (cas 132074-82-9) has been synthesized from propargyl alcohol in 9 steps and in 32% overall yieldvia (i) hydrogen transfer hydrozirconation of TBS-protected propargyl alcohol withi-BuZrCp2Cl, (ii) Pd-catalyzedtrans-selective cross coupling of the hydrozirconation product with a key 1,1-dibromoalkene intermediate5 and (iii) Ag-catalyzed lactonization of a trienynoic acid precursor2.

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