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Indium Mediated Reformatsky-Type Allylation of N-tert-Butanesulfinyl Iminoester with 1,3-Butadiene
Organic Letters ( IF 4.9 ) Pub Date : 2024-12-20 , DOI: 10.1021/acs.orglett.4c04086 Shuangjie Lin, Renxu Cao, Zhixian Wu, Yihe Zhu, Shaohua Zhang, Xuehan Qi, Qingyu Shi, Yizhe Mao, Yunhe Jin, Erjun Hao, Lei Shi
Organic Letters ( IF 4.9 ) Pub Date : 2024-12-20 , DOI: 10.1021/acs.orglett.4c04086 Shuangjie Lin, Renxu Cao, Zhixian Wu, Yihe Zhu, Shaohua Zhang, Xuehan Qi, Qingyu Shi, Yizhe Mao, Yunhe Jin, Erjun Hao, Lei Shi
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This study presents the indium-mediated three-component radical Reformatsky-type allylation of N-tert-butanesulfinyl iminoester with 1,3-butadiene. This novel approach offers a rapid synthesis pathway to valuable homoallylic noncanonical amino acids, demonstrated with over 30 examples showing nice regio- and diastereoselectivity. Mechanism studies revealed that allylindium complexes served as key intermediates, formed through a single-electron reduction of allylic radicals by Indium species.
更新日期：2024-12-20
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