Asymmetric total synthesis of ent-heliespirones A & C.
A concise 8-step synthetic route toward ent-heliespirones A & C is described. This synthetic strategy features a highly diastereoselective palladium-catalyzed Michael addition to form 3,5-trans lactone and a final biomimetic intramolecular oxa-spirocyclization.
Huang
Chong
C
Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China.
Liu
Bo
B
D016227:Benzoquinones / Q000138:chemical synthesis*; D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry; D012717:Sesquiterpenes / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000737:chemistry; D013237:Stereoisomerism
D016227:Benzoquinones; D012717:Sesquiterpenes; D013141:Spiro Compounds; C552388:heliespirone A; C520941:heliespirone C; D010165:Palladium