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Provide a detailed (arrow-pushing) reaction mechanism for the reaction scheme given below SONOGASHIRA COUPLING SYNTHESIS 1. NaBH. 91% 2. TMSC=CMgBr. MEOCOCI, 0C. 65% 3. K,CO,,

Provide a detailed (arrow-pushing) reaction mechanism for the reaction scheme given below

SONOGASHIRA COUPLING SYNTHESIS

1. NaBH. 91% 2. TMSC=CMgBr. MEOCOCI, 0C. 65% 3. K,CO,, MEOH, 70% 1. MCPBA, O'C, 96% 2. cat. [Pd(PPhylClal cat. Cul, nBuNH 49, 48% MeO Sonogashira cross-coupling OH quinoline carboxaldehyde, 47 48 1. DMP, 61% 2. CsF. 0'C, 21% MeO Meo TMS 49 OH TMS Dynemicin core analogue, 51 50

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