Site-Selective C(sp3)-H Borylation of 3-Azabicyclo[3.1.0]hexanes by Cooperative Iridium/Aluminum Catalysis

被引：1
作者：
Shimazaki, Yuto [1 ]
Osawa, Ayumi [1 ]
Nakao, Yoshiaki [1 ]
机构：
[1] Kyoto Univ, Grad Sch Engn, Dept Mat Chem, Nishikyo Ku, Kyoto 6158510, Japan
来源：
ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 13卷 / 02期
关键词：
C-H functionalization; borylation; cooperative catalysis; iridium; aluminum; C-H FUNCTIONALIZATION; CYCLOISOMERIZATION; CYCLOPROPANATION; HYDROBORATION; BOCEPREVIR; EFFICIENT; INSIGHTS; TERTIARY; ARENES; IMIDES;
D O I：
10.1002/ajoc.202300487
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Functionalized 3-azabicyclo[3.1.0]hexanes are highly interesting for their physiochemical and pharmacological properties. We report an unprecedented direct bridge-head C(sp(3))-H borylation by cooperative iridium/aluminum catalysis. This reaction proceeds under mild conditions in good yields with moderate to complete site selectivities. Moreover, the use of a BINOL-based chiral aluminum catalyst renders the synthesis of enantioenriched alkylboronate products. We also disclose its synthetic utility through rapid diversifications without any loss of the stereochemical information.
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页数：5
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