Deracemization through Sequential Photoredox-Neutral and Chiral Brønsted Acid Catalysis,Angewandte Chemie International Edition

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Deracemization through Sequential Photoredox-Neutral and Chiral Brønsted Acid Catalysis
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2022-10-17 , DOI: 10.1002/anie.202211241
Ziwei Gu ₁ , Li Zhang ₁ , Haijun Li ₁ , Shanshan Cao ₂ , Yanli Yin ₂ , Xiaowei Zhao ₁ , Xu Ban ₂ , Zhiyong Jiang _{1,

2}

Affiliation

A stoichiometric reagent-free deracemization strategy based on photoredox-neutral catalysis is developed. The strategy offers precise access to biologically important α-amino esters and variants with high yields and ee values. The efficiency of deracemization is determined by enantiocontrol of the protonation as the stereocentre-forming step. The method is also viable for the synthesis of enantioenriched α-deuterated α-amino esters.

中文翻译：

通过顺序光氧化还原中性和手性布朗斯台德酸催化去外消旋

开发了一种基于光氧化还原中性催化的化学计量无试剂脱消旋策略。该策略提供了对具有高产量和ee值的生物学上重要的 α-氨基酯和变体的精确访问。去外消旋化的效率由作为立构中心形成步骤的质子化的对映体控制决定。该方法也适用于合成富含对映体的 α-氘代 α-氨基酯。

更新日期：2022-10-17

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