通过与η(3)-吡啶基钼π-配合物进行[5 + 2]环加成反应对高官能化托品烷进行对映体控制合成。
Enantiocontrolled synthesis of highly functionalized tropanes via [5 + 2] cycloaddition to eta(3)-pyridinylmolybdenum pi-complexes.
作者信息
Malinakova H C, Liebeskind L S
机构信息
Sanford S. Atwood Chemistry Center, Emory University, 1515 Pierce Drive, Atlanta, Georgia 30322, USA.
出版信息
Org Lett. 2000 Nov 30;2(24):3909-11. doi: 10.1021/ol000288x.
PMID:11101451
Abstract
[reaction: see text] A chiral, nonracemic eta(3)-pyridinyl scaffold participates in [5 + 2] cycloaddition with electron-deficient alkenes, an allene, and an alkyne to give eta(3)-allylmolybdenum bicyclic adducts. The adducts can be demetalated, providing a convergent route to highly functionalized tropanes. High enantiocontrol can be achieved throughout the cycloaddition and demetalation sequence.
摘要
[反应：见正文] 一种手性、非外消旋的η³-吡啶基骨架与缺电子烯烃、丙二烯和炔烃发生[5 + 2]环加成反应，生成η³-烯丙基钼双环加合物。这些加合物可以脱金属，提供了一条合成高官能化托烷的汇聚路线。在整个环加成和脱金属序列中可以实现高对映体控制。
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