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Sulfonyl-PYBOX/ErCl3 complex enable highly enantioselective synthesis of α,α-dialkyl and α-alkyl-α-aryl hydrazinonitriles.Yi Gong, Zheng Zhang, Qiang Cao, Cai Wang, Min-Chuan Jiang, Zhi-Heng Qiu, Xiao-Jing Le, Yu-Jie Ye, Tao Wang, Yun-Hao Tang, Ying Zhang, Haoran Zhao, Li Cui, Feng Zhou, Bo-Shuai Mu, Xin Wang, Jian Zhou.

文章来源:Nature Communications        点击数: 次      发布时间:2026-07-02

Source  Nature Communications

Published  18 June 2026

DOI: 10.1038/s41467-026-74600-0

IF 18.9

Abstract  We report the highly enantioselective nucleophilic addition reaction of simple ketone-derived hydrazones. Accordingly, a ErCl₃-catalyzed cyanation of both aliphatic and aryl ketone hydrazones is achieved for the facile access of Cα-tetrasubstituted α-hydrazino nitriles in up to 96% ee, by using the sterically confined pyridinebisoxazoline (PYBOX) ligand featuring a sulfonyl group at the pyridine C4 position. This method enables the shortest catalytic enantioselective total synthesis ofL-carbidopa, a drug that could treat the symptoms of Parkinson’s disease, with 82% overall yield in four steps. These adducts are valuable synthons to various α-tertiary hydrazines and related azacycles that are interesting targets for medicinal studies and pesticide research. From our biological analysis, a chiral α-hydrazino nitrile with good insecticidal activity againstAphis gossypii(LC50 = 15.11 mg∙L–1) was identified, rivaling commercial insecticides.