Palladium-catalyzed asymmetric annulation between aryl iodides and racemic epoxides using a chiral norbornene cocatalyst.

Palladium-catalyzed asymmetric annulation between aryl iodides and racemic epoxides using a chiral norbornene cocatalyst.
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DOI:
10.1039/c8qo00808f
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发表时间:
2018-06
期刊:
Organic chemistry frontiers : an international journal of organic chemistry
影响因子:
--
通讯作者:
Renhe Li;Feipeng Liu;Guangbin Dong
Renhe Li;Feipeng Liu;Guangbin Dong
中科院分区:
其他
文献类型:
--
作者:
Renhe Li;Feipeng Liu;Guangbin Dong

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在这里,我们描述了我们的初步发展的不对称钯催化环化芳基碘和外消旋环氧化物之间的合成2,3-二氢苯并呋喃使用的手性双烯助催化剂。采用可靠的合成路线,合成了一系列对映体纯的酯基、酰胺基和酰亚胺基取代的异丙基苯。使用异丙基酯取代的异丙基苯(N1*)和酰胺取代的异丙基苯(N7*)观察到有希望的对映选择性(42- 45%ee)。
Herein, we describe our initial development of an asymmetric Pd-catalyzed annulation between aryl iodides and racemic epoxides for synthesis of 2,3-dihydrobenzofurans using a chiral norbornene cocatalyst. A series of enantiopure ester-, amide- and imide-substituted norbornenes have been prepared with a reliable synthetic route. Promising enantioselectivity (42-45% ee) has been observed using the isopropyl ester-substituted norbornene (N1*) and the amide-substituted norbornene (N7*).