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铱催化的氟代双(苯磺酰基)甲烷的区域和对映选择性烯丙基烷基化反应。

Iridium-catalyzed regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane.

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, PR China.

出版信息

Chem Commun (Camb). 2009 Nov 21(43):6604-6. doi: 10.1039/b914315g. Epub 2009 Sep 15.

Abstract

Highly regio- and enantioselective allylic alkylation of fluorobis(phenylsulfonyl)methane (FBSM) has been realized by Ir(COD)Cl/phosphoramidite, affording enantiopure fluorobis(phenylsulfonyl)methylated compounds bearing a terminal alkene, which could be converted to monofluoro-methylated ibuprofen in just two steps without loss of the optical purity (95% ee).

摘要

通过Ir(COD)Cl/手性膦酰胺配体,实现了氟代双(苯磺酰基)甲烷(FBSM)的高区域和对映选择性烯丙基烷基化反应,得到了末端烯烃取代的对映纯氟代双(苯磺酰基)甲基化化合物,这些化合物可以在不损失光学纯度(95%ee)的情况下,通过两步反应转化为单氟甲基化的布洛芬。

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