A flexible asymmetric synthesis of the tetracyclic core of berkelic acid using a Horner-Wadsworth-Emmons/oxa-Michael cascade.
The one-pot Horner-Wadsworth-Emmons/oxa-Michael cascade followed by spiroketalisation affords the tetracyclic benzannulated spiroketal core of berkelic acid, an extremophile natural product with selective activity against ovarian cancer.
Wilson
Zoe E
ZE
Department of Chemistry, University of Auckland, 23 Symonds St., Auckland, 1010, New Zealand.
Brimble
Margaret A
MA
D002384:Catalysis; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
D013141:Spiro Compounds; C520589:berkelic acid