Prehispanolone Analogs: Stereochemistry Control at C-5 in the Preparation of 1-Oxaspiro[4,5]decane Fused Systems and Related Compounds
31 December 2001 (online)
A new strategy for acid-catalyzed intramolecular epoxide ring-opening is described for preparing grindelic acid derivatives. Proper functionalization of ring B allows stereochemical control for the epoxide and spiran carbons. The carbonyl group at C-7 allows the control of C-8 in the synthesis of prehispanolone analogues.
prehispanolone - spirolabdanes - terpenoids - cyclization