Ir‐SpinPHOX Catalyzed Enantioselective Hydrogenation of 3‐Ylidenephthalides,Angewandte Chemie International Edition

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Ir‐SpinPHOX Catalyzed Enantioselective Hydrogenation of 3‐Ylidenephthalides
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-09-03 , DOI: 10.1002/anie.201807639
Yao Ge _{1,

2} , Zhaobin Han ₁ , Zheng Wang ₁ , Chen‐Guo Feng ₁ , Qian Zhao ₃ , Guo‐Qiang Lin ₁ , Kuiling Ding _{1,

2,

4}

Affiliation

The first asymmetric hydrogenation of 3‐ylidenephthalides has been developed using the Ir^I complex of a spiro[4,4]‐1,6‐nonadiene‐based phosphine‐oxazoline ligand (SpinPHOX) as the catalyst, affording a wide variety of chiral 3‐substituted phthalides in excellent enantiomeric excesses (up to 98 % ee). The utility of the protocol has been demonstrated in the asymmetric synthesis of chiral drugs NBP and BZP precursor, as well as the natural products chuangxinol and typhaphthalide.

中文翻译：

Ir-SpinPHOX催化3-亚萘二甲酸酯的对映选择性加氢

使用基于螺[4,4] -1,6-壬二烯的膦-恶唑啉配体（SpinPHOX）的Ir ^I络合物作为催化剂开发了3种亚萘二甲酸酯的第一个不对称氢化反应，提供了多种手性3出色的对映体过量（最高ee达98％）的预取代邻苯二甲酸酯。该协议的实用性已在手性药物NBP和BZP前体以及天然产物创心酚和邻苯二甲酰亚胺的不对称合成中得到证明。

更新日期：2018-09-03

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