Louis Ignace, Hungerford Natasha L, Humphries Edward J, McLeod Malcolm D
School of Chemistry, F11, The University of Sydney, NSW 2006, Australia.
Org Lett. 2006 Mar 16;8(6):1117-20. doi: 10.1021/ol053092b.
[reaction: see text] The enantioselective total synthesis of (-)-dactylolide is reported. The absolute stereochemistry of the tetrahydropyran was established by catalytic asymmetric Jacobsen hetero-Diels-Alder reaction. The remote C19 stereocenter was introduced by a sequence of chelation-controlled Grignard addition and Ireland-Claisen rearrangement.
[反应：见正文] 报道了（-）-达西醇内酯的对映选择性全合成。通过催化不对称雅各布森杂环狄尔斯-阿尔德反应确定了四氢吡喃的绝对立体化学。通过一系列螯合控制的格氏加成反应和爱尔兰-克莱森重排反应引入了远端C19立体中心。
