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Efficient Synthesis of dl-Zizaene Sesquiterpenes via Tandem Radical Cyclizations of N-Aziridinylimines
31 December 2000 (online)
Tandem radical cyclizations of N-aziridinylimine 7, 17 and 21 with Bu3SnH/AIBN provided bicyclo[3.2.1]octanes and tricyclo-[6.2.1.01,5]undecanes, respectively and led to the stereocontrolled synthesis of dl-zizaene and dl-khusimone.
N-aziridinylimine - tandem radical cyclization - consecutive carbon-carbon bond formation - [6.2.1.01,5]undecane - zizaene - khusimone