Concise Total Synthesis of (−)-Myxalamide A


  • This research was supported in part by a Grant-in-Aid for a Scientific Research (B, KAKENHI No. 22390004) from the Japan Society for the Promotion Science. We sincerely thank Dr. Kentaro Okano (Tohoku University) for helpful discussion.


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The MIDA touch: A concise and highly convergent protecting-group-free total synthesis of (−)-myxalamide A involves a stereoselective vinylogous Mukaiyama aldol reaction of a vinylketene silyl N,O-acetal, together with a one-pot Stille/Suzuki–Miyaura cross-coupling reaction using Burke's N-methyliminodiacetic acid (MIDA) boronate to connect left- and right-hand fragments of the molecule (see scheme).