ol053092b_si_001.pdf (1.18 MB)
Enantioselective Total Synthesis of (−)-Dactylolide
journal contributionposted on 2006-03-16, 00:00 authored by Ignace 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.