Total Synthesis of Clavosolide A via Asymmetric Alcohol-Mediated Carbonyl Allylation: Beyond Protecting Groups or Chiral Auxiliaries in Polyketide Construction.
The 20-membered marine macrodiolide clavosolide A is prepared in 7 steps (LLS) in the absence of protecting groups or chiral auxiliaries via enantioselective alcohol-mediated carbonyl addition. In 9 prior total syntheses, 11-34 steps (LLS) were required.
['Cabrera|James M|JM|', 'Krische|Michael J|MJ|0000-0001-8418-9709']
D000438:Alcohols D000498:Allyl Compounds D018942:Macrolides D015394:Molecular Structure D061065:Polyketides D013237:Stereoisomerism
C−C bond formation enantioselective synthesis homogenous catalysis hydrogen transfer iridium