Cobalt-Catalyzed Asymmetric 1,4-Reduction of β,β-Dialkyl α,β-Unsaturated Esters with PMHS,European Journal of Organic Chemistry

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Cobalt-Catalyzed Asymmetric 1,4-Reduction of β,β-Dialkyl α,β-Unsaturated Esters with PMHS
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2021-08-23 , DOI: 10.1002/ejoc.202100856
Dongpo Lu ₁ , Peng Lu ₁ , Zhan Lu ₂

Affiliation

A cobalt-catalyzed asymmetric reduction of β,β-dialkyl α,β-unsaturated esters with polymethylhydrosiloxane (PMHS) was reported to deliver the corresponding esters containing a chiral trialkyl carbon center at β-position with up to 97 % yield and 98 % ee. The chiral tridentate ligand oxazoline iminopyridine (OIP) could perform well for the asymmetric reduction instead of chiral bidentate ligands. This operationally simple protocol shows a broad scope of substrates using one equivalent of readily available PMHS as a cheap and easy-to-handle reductive reagent.

中文翻译：

钴催化不对称 1,4-还原 β,β-二烷基 α,β-不饱和酯与 PMHS

据报道，用聚甲基氢硅氧烷 (PMHS)对β , β - 二烷基α , β -不饱和酯进行钴催化的不对称还原可提供相应的酯，该酯在β位含有手性三烷基碳中心，产率高达 97%，ee 达 98% . 手性三齿配体恶唑啉亚氨基吡啶 (OIP) 可以代替手性双齿配体在不对称还原方面表现良好。这个操作简单的协议显示了广泛的底物，使用一当量的现成 PMHS 作为廉价且易于处理的还原试剂。

更新日期：2021-09-13

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