Course Solutions Uncategorized (Solved) : Edrt Product Colorspaint Dalert O Total Synthesis Swinholide Via Successive Cross Metathes Q33063853 . . . .

(Solved) : Edrt Product Colorspaint Dalert O Total Synthesis Swinholide Via Successive Cross Metathes Q33063853 . . . .

 

Edrt with Product colorsPaint Dalert o. Total Synthesis of Swinholide A via Successive Cross-Metathesis-Ring-Closi Colors Cross-Metathesis-Ring-Closing Metathesis 0 OMe 1) catecholborane 1) LDA (300 mol%) TMSCl (260 mol%) THF. -78 to 0 C (2000 mol%) THF,-78 to 0 °C Me OR O Me MeOTBS OTBS O HO 2) HF Pyr (excess) THF, 25 C 2) Fragment BMe (100 mol%) 22, R Me Me 71% Yield MeO OMe (250 mol%) DCM,-78°C Mel (3000 mol%) Ag2O (1000 mol%) 4A MS, E60, 35 ℃ Me 21,R=H 23 72% Yield. >20:1 dr (over 2 steps) 0ンMe Grubbs-Hoveyda-1 (10 mol%) MeOH Swinholide A 25% Yield 15 Steps (LLS) 30 (TS) он но PhMe, 25°C Me Me OMe O Hemiswinholide 43% Yield Me 24 60% Yield. >20:1 dr (Step 1) 68% Yield (Step 2)

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