posted on 2006-03-16, 00:00authored byIgnace Louis, Natasha L. Hungerford, Edward J. Humphries, Malcolm D. McLeod
The enantioselective total synthesis of (−)-dactylolide is reported. The absolute stereochemistry of the tetrahydropyran was established by
catalytic asymmetric Jacobsen hetero-Diels−Alder reaction. The remote C19 stereocenter was introduced by a sequence of chelation-controlled
Grignard addition and Ireland−Claisen rearrangement.