204130-78-9Relevant articles and documents
Total Synthesis of (+)-Quassin
Shing, Tony K. M.,Jiang, Qin
, p. 7059 - 7069 (2000)
A total synthesis of (+)-quassin from naturally occurring (S)-(+)-carvone is described. The total number of steps was 28, and the overall yield was about 2.6%. The synthetic strategy for the construction of the tetracyclic carbon framework was based on a C→ABC→ABCD ring annulation sequence, involving an aldol reaction, an intramolecular Diels - Alder reaction, and an intramolecular acylation as the key steps. Subsequent functionalization of ring A and ring C then afforded the target (+)-quassin.