Asymmetric Total Synthesis of Laurallene
Asymmetric Total Synthesis of Laurallene
复制标题
月桂烯的不对称全合成
DOI：
10.1021/acs.orglett.8b03889
复制
发表时间：
2019
期刊：
影响因子：
5.2
通讯作者：
Tanino Keiji
中科院分区：
文献类型：
--
作者：
Yoshimura Fumihiko;Okada Taku;Tanino Keiji
以反式-2-戊烯醛为起始原料，经13步反应，以3.3%的总收率合成了月桂烯。该合成的特点是通过钯催化的烷氧基取代反应和钴催化的Mukaiyama氧化环化反应的组合，高效地构建了具有五个含氧不对称立体中心的支链醚体系。
The asymmetric total synthesis of laurallene was achieved in 13 steps for the longest linear sequence with 3.3% overall yield from commercially availabletrans-2-pentenal. This synthesis features the highly efficient construction of a branched ether system with five oxygenated asymmetric stereocenters by the combination of a palladium-catalyzed alkoxy substitution reaction and a cobalt-catalyzed Mukaiyama oxidative cyclization.