Iridium-Catalyzed Ligand-Controlled Semi-Reduction of Alkynes Employing H2O as the Hydrogen Donor and Its Application

Author:

Zhao Wei1,Zhou Siyi1,Zhang Yi1,Xu Dawei2,Wang Chengniu3

Affiliation:

1. Department of Neurosurgery, Affiliated Hospital 2 of Nantong University

2. Department of Orthopedics, Affiliated Hospital 2 of Nantong University

3. Basic Medical Research Centre, Medical College, Nantong University

Abstract

AbstractAn iridium-catalyzed ligand-controlled semi-reduction of alkynes employing H2O as the hydrogen donor, together with its application, is reported. The use of di-tert-butylphosphinous chloride is crucial for stereoselectivity toward Z-olefins, whereas the use of 2-(diphenylphosphino)benzaldehyde is crucial for stereoselectivity toward E-olefins. More than 35 alkenes were obtained in good yields and high stereoselectivities. The utility of the current method in practical applications was investigated by studying the drug effects of (E)-1,3-dimethoxy-5-styrylbenzene on nerve growth in a zebrafish model.

Funder

“333 Project” of Jiangsu Province

Nantong Municipal Commission of Health and Family Planning

Science and Technology Support Program of Jiangsu Province

Top Six Types of Talents Financial Assistance of Jiangsu Province

Nantong University Clinical Medicine Special Project

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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