Paquette Leo A, Geng Feng
Evans Chemical Laboratories, The Ohio State University, Columbus 43210, USA.
Org Lett. 2002 Dec 12;4(25):4547-9. doi: 10.1021/ol020208k.
[reaction: see text] The sequential addition of 5-methylcyclopentyllithium and propynyllithium to diisopropyl squarate results in the efficient formation of a functionalized angular triquinane having two of its five-membered rings substituted precisely as in the target sesquiterpene. Only seven additional steps are then required to access pentalenene.
[反应:见正文] 依次将5-甲基环戊基锂和丙炔基锂加入到二异丙基方酸酯中,可高效形成一种官能化的角型三环癸烷,其五个环中的两个环的取代方式与目标倍半萜烯完全相同。随后只需再经过七个步骤即可得到戊塔烯。