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Keywords:

  • dihydroxylation;
  • macrocycles;
  • metathesis;
  • regioselectivity;
  • total synthesis
Thumbnail image of graphical abstract

RCM+AD=T2: In the presence of the C16-methylene group, regioselective ring-closing metathesis (RCM) formed the (12E)-endocyclic double bond, which underwent Os-catalyzed asymmetric dihydroxylation (AD) to give the desired 12,13-diol intermediate required for the total synthesis of amphidinolide T2 in 16 linear steps in 8.0 % overall yield.