Citation: Jun Zhang, Zhiyao Zheng, Can Zhu. Stereochemical editing: Catalytic racemization of secondary alcohols and amines[J]. Chinese Chemical Letters, ;2024, 35(5): 109160. doi: 10.1016/j.cclet.2023.109160 shu

Stereochemical editing: Catalytic racemization of secondary alcohols and amines

Jun Zhang ^{a, 1} ,
Zhiyao Zheng ^{b, 1} ,
Can Zhu ^{a, *,}

a.
Department of Chemistry, Fudan University, Shanghai 200438, China
b.
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Stockholm 10691, Sweden

zhucan@fudan.edu.cn

Received Date: 3 June 2023
Revised Date: 20 September 2023
Accepted Date: 27 September 2023
Available Online: 28 September 2023

Figures(57)

Chiral alcohols and amines are important structural units widely existing in pharmaceuticals, agrochemicals, and food additives. Dynamic kinetic resolution (DKR) is an efficient strategy to deliver optically active alcohols and amines from their racemates. For the development of DKR method, racemization catalyst plays as a crucial element with the requirement of compatibility with the kinetic resolution (KR) system. In this paper, recent advance in the catalytic racemization of secondary alcohols and amines is summarized based on different types of racemizing intermediates, which are redox racemization via ketone/imine intermediates, racemization via radical intermediates, and racemization via carbocation intermediates. Enzymatic racemization of secondary alcohols and amines is also enclosed.
- Racemization,
- Secondary alcohols,
- Amines,
- Kinetic resolution,
- Dynamic kinetic resolution
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沈阳化工大学材料科学与工程学院沈阳 110142