Enantioselective Reduction of α,β-Unsaturated Ketones and Aryl Ketones by Perakine Reductase.,Organic Letters

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Enantioselective Reduction of α,β-Unsaturated Ketones and Aryl Ketones by Perakine Reductase.
Organic Letters ( IF 4.9 ) Pub Date : 2019-05-02 00:00:00 , DOI: 10.1021/acs.orglett.9b00950
Sheng Cai ₁ , Nana Shao ₂ , Yuanyuan Chen ₁ , Anbang Li ₃ , Jie Pan ₁ , Huajian Zhu ₄ , Hongbin Zou ₂ , Su Zeng ₁ , Lianli Sun ₁ , Jinhao Zhao ₃

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This report describes the enantioselective reduction of structurally diverse α,β-unsaturated ketones and aryl ketones by perakine reductase (PR) from Rauvolfia. This enzymatic reduction produces α-chiral allylic and aryl alcohols with excellent enantioselectivity and most of the products in satisfactory yields. Furthermore, the work demonstrates 1 mmol scale reactions for product delivery without any detrimental effect on yield and enantioselectivity. The catalytic mechanism, determined by 3D-structure-based modeling of PR and ligand complexes, is also described.

中文翻译：

Perakine还原酶对α，β-不饱和酮和芳基酮的对映选择性还原。

该报告描述了通过来自Rauvolfia的过氧化氢还原酶（PR）对结构多样的α，β-不饱和酮和芳基酮的对映选择性还原。该酶促还原产生具有优异对映选择性的α-手性烯丙基和芳基醇，并且大多数产物均具有令人满意的产率。此外，该工作证明了用于产物递送的1mmol规模的反应，而对收率和对映选择性没有任何有害影响。还描述了由PR和配体配合物的基于3D结构的建模确定的催化机理。

更新日期：2019-05-02

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