Progress toward the total synthesis of cassaine via the transannular diels-alder strategy
The transannular Diels-Alder reaction of trans-trans-trans macrocyclic triene A, bearing two cis substiuents in C(12) and C(13) as well as a gem-dimethyl in C(4), was studied. Under thermal conditions, only the desired trans-anti-cis tricycle B was obtained. This tricycle represents an advanced intermediate toward the total synthesis of cassaine C.
Phoenix
S
Laboratoire de synthese organique, Departement de Chimie, Institut de Pharmacologie, Universite de Sherbrooke, 3001, 12(e) ave nord, Sherbrooke, Quebec, Canada J1H 5N4.
Bourque
E
Deslongchamps
P