Enantioselective total synthesis of (+)-cassiol.
An enantioselective total synthesis of (+)-cassiol is reported. The complex derived from Pd(2)(pmdba)(3) and enantiopure t-BuPHOX ligand catalyzes enantioconvergent decarboxylative alkylation to generate the quaternary carbon stereocenter at an early stage. The overall synthetic strategy involves a convergent late-stage coupling of two fragments. The synthesis features a longest linear sequence of eight steps.
Petrova
Krastina V
KV
The Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 East California Boulevard, MC 164-30, Pasadena, California 91125, USA.
Mohr
Justin T
JT
Stoltz
Brian M
BM
D002384:Catalysis; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity
D012717:Sesquiterpenes; C538845:cassiol