A convergent synthesis of the tricyclic core of the dictyosphaeric acids.
The first synthetic route to the tricyclic core of the dictyosphaeric acids has been established starting from readily available (S)-(-)-4-(tert-butyldimethylsilyloxy)cyclohexenone and involving 9 steps, including a ring-closing metathesis to produce a 13-membered macrolactone, and a doubly tethered intramolecular Michael addition.
Barfoot
Christopher W
CW
Department of Chemistry, University of York, Heslington, York YO10 5DD, United Kingdom.
Burns
Alan R
AR
Edwards
Michael G
MG
Kenworthy
Martin N
MN
Ahmed
Mahmood
M
Shanahan
Stephen E
SE
Taylor
Richard J K
RJ
D003500:Cyclization; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010407:Penicillium / Q000737:chemistry; D013237:Stereoisomerism
D007783:Lactones; C491891:dictyosphaeric acid A; C491892:dictyosphaeric acid B