Abstract

AbstractThe total synthesis of macrosphelide M is described. The key steps include the preparation of the acid and alcohol fragments from diacetone glucose and (S)‐malic acid, respectively, followed by Yamaguchi esterification and macrocyclization of the tris‐olefin by ring‐closing metathesis. Finally, one‐pot deprotection of the PMB and TBS groups with TiCl4 results in the target. The C‐3/C‐4 stereocenters of diacetone glucose are used for the introduction of four stereocenters, whereas the fifth stereocenter is realized from (S)‐malic acid.

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