Sequential asymmetric hydrogenation and photoredox chemistry with a single catalyst†,Organic Chemistry Frontiers

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Sequential asymmetric hydrogenation and photoredox chemistry with a single catalyst†
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2017-10-04 00:00:00 , DOI: 10.1039/c7qo00784a
Xiao Zhang _{1,

2,

3,

4} , Jie Qin _{1,

2,

3,

4} , Xiaoqiang Huang _{1,

2,

3,

4} , Eric Meggers _{1,

2,

3,

4}

Affiliation

An important objective in organic synthesis is the generation of structural complexity in a straightforward and economical fashion. Herein, we address this challenge by reporting a process in which a single chiral iridium catalyst promotes two mechanistically distinct reaction types in a sequential fashion, namely asymmetric hydrogenation (two-electron mechanism) and photoredox chemistry (one-electron mechanism). A variety of chiral alcohols are generated with enantioselectivities of 91–99% ee using a single batch of catalyst added at the beginning of the reaction sequence without any requirement for isolating the reaction intermediates.

中文翻译：

单一催化剂的顺序不对称加氢和光氧化还原化学反应†

有机合成的一个重要目标是以直接和经济的方式产生结构复杂性。在本文中，我们通过报告一种过程来应对这一挑战，其中单个手性铱催化剂以不对称氢化（双电子机理）和光氧化还原化学（单电子机理）的顺序方式促进两种机理不同的反应类型。使用一批在反应顺序开始时加入的催化剂，可以产生对映选择性为91–99％ee的多种手性醇，而无需分离任何反应中间体。

更新日期：2017-10-04

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