Synthesis of macrocyclic terpenoids by intramolecular cyclization XIII.
作者:Mitsuaki Kodama、Toshiya Takahashi、Tsutomu Kojima、Sho Ito
DOI:10.1016/s0040-4020(01)86074-9
日期:1988.1
a novel diterpene isolated from defense secretion of termites, has been accomplished using an intramolecular reaction of α-sulfenyl carbanion with epoxide. Hydride reduction of the ketone 11 obtained by Claisen rearrangement occurred in unexpectedly high stereoselectivity yielding the chlorohydrin 12 with the desired stereochemistry.
α烯的立体选择性合成(1)是一种从白蚁的防御性分泌中分离出的新型二萜,它是通过α-亚硫基碳负离子与环氧化物的分子内反应完成的。通过克莱森重排获得的酮11的氢化物还原以出乎意料的高立体选择性发生,从而产生具有所需立体化学的氯代醇12。