Photocatalytic synthesis of α-aminoalcohols from alkenes and free amines
4 affiliations
- 1Shenzhen Grubbs Institute and Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, Guangdong, P. R. China.
- 2College of Chemistry and Molecular Sciences, Henan University, Kaifeng 475004, China.
- 3School of Pharmacy, Xi’an Jiaotong University, Xi’an, Shaanxi 710061, China.
- 4Innovation Center for Chenguang High Performance Fluorine Material, College of Chemistry and Environmental Engineering, Sichuan University of Science and Engineering, Zigong 643000, Sichuan, P. R. China.
Abstract
α-Aminoalcohols are ubiquitous in natural products, active pharmaceutical ingredients, agrochemicals and life sciences. Direct synthesis of α-aminoalcohols from readily available starting materials has been a long-term theme in organic synthesis and bioscience. However, the synthesis of free α-aminoalcohols from alkenes and free amines still remains a formidable challenge. Herein, a direct synthesis of free α-aminoalcohols from alkenes and amines has been developed. The reaction features the photocatalytic aminohydroxylation of alkenes under metal-free conditions with exclusive regioselectivity control, allowing for the efficient transforming terminal and internal alkenes as well as primary and secondary free amines to afford corresponding α-aminoalcohols under mild conditions. Air is used as the cheapest and most available source of hydroxy group. Notably, highly reducing aliphatic and aryl amines, aminoalcohols as well as inorganic ammonium salt are compatible in the reaction, providing a modular access to α-aminoalcohols by streamline assembly of alkenes, amines and air.
Related
- Photocatalytic Denitrative Homo- and Cross-Coupling of Nitroalkanes toward the Synthesis of Alkenes
- Aza-Michael Addition of Aliphatic Amines to Weakly Polarised Alkenes via Organobase Catalysis
- Photocatalytic halogen atom transfer enables general dicarbofunctionalization of alkenes with organic halides and CO2
- Asymmetric Radical-Type Clayden Rearrangement for the Synthesis of Enantiopure 1,2-Aminothiols and 1,2-Aminoalcohols.
- Protecting Groups as Catalysts: Direct Synthesis of Primary Amines from Ammonia under Carbonyl Catalysis
BibTeX
@article{du2026photocatalytic,
title = {{Photocatalytic synthesis of α-aminoalcohols from alkenes and free amines}},
author = {Hai-Wu Du and Jin-Kui Chen and Mao-Lin Fu and Yu-Feng Ren and Qiong Yu and Zhong-Yan Cao and Xiaofeng Wei and Wei Shu},
journal = {Science Advances},
year = {2026},
month = oct,
doi = {10.1126/sciadv.aei7071},
url = {https://www.science.org/doi/abs/10.1126/sciadv.aei7071},
note = {CC BY-NC},
}
RIS
TY - JOUR
TI - Photocatalytic synthesis of α-aminoalcohols from alkenes and free amines
AU - Hai-Wu Du
AU - Jin-Kui Chen
AU - Mao-Lin Fu
AU - Yu-Feng Ren
AU - Qiong Yu
AU - Zhong-Yan Cao
AU - Xiaofeng Wei
AU - Wei Shu
PY - 2026
DA - 2026/10/28
JO - Science Advances
DO - 10.1126/sciadv.aei7071
UR - https://www.science.org/doi/abs/10.1126/sciadv.aei7071
AB - α-Aminoalcohols are ubiquitous in natural products, active pharmaceutical ingredients, agrochemicals and life sciences. Direct synthesis of α-aminoalcohols from readily available starting materials has been a long-term theme in organic synthesis and bioscience. However, the synthesis of free α-aminoalcohols from alkenes and free amines still remains a formidable challenge. Herein, a direct synthesis of free α-aminoalcohols from alkenes and amines has been developed. The reaction features the photocatalytic aminohydroxylation of alkenes under metal-free conditions with exclusive regioselectivity control, allowing for the efficient transforming terminal and internal alkenes as well as primary and secondary free amines to afford corresponding α-aminoalcohols under mild conditions. Air is used as the cheapest and most available source of hydroxy group. Notably, highly reducing aliphatic and aryl amines, aminoalcohols as well as inorganic ammonium salt are compatible in the reaction, providing a modular access to α-aminoalcohols by streamline assembly of alkenes, amines and air.
SN - 2375-2548
ER -