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Halohydroxylation of alkenyl MIDA boronates: switchable stereoselectivity induced by B(MIDA) substituent

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成果类型:
期刊论文
作者:
Zeng, Yao-Fu*;Liu, Xu-Ge;Tan, Dong-Hang;Fan, Wen-Xin;Li, Yi-Na;...
通讯作者:
Zeng, Yao-Fu;Wang, Honggen
作者机构:
[Guo, Yu; Zeng, Yao-Fu; Li, Yi-Na] Univ South China, Inst Pharm & Pharmacol, Hunan Prov Key Lab Tumor Microenvironm Respons Dr, Hengyang 421001, Peoples R China.
[Wang, Honggen; Liu, Xu-Ge; Fan, Wen-Xin; Tan, Dong-Hang] Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Peoples R China.
通讯机构:
[Zeng, Yao-Fu] U
[Wang, Honggen] S
Univ South China, Inst Pharm & Pharmacol, Hunan Prov Key Lab Tumor Microenvironm Respons Dr, Hengyang 421001, Peoples R China.
Sun Yat Sen Univ, Sch Pharmaceut Sci, Guangzhou 510006, Peoples R China.
语种:
英文
期刊:
Chemical Communications
ISSN:
1359-7345
年:
2020
卷:
56
期:
31
页码:
4332-4335
基金类别:
National Natural Science Foundation of ChinaNational Natural Science Foundation of China [21971261]; ``Double First-Class'' Discipline Construction Foundation of the University of South China [2017SYL06]; Foundation of Hu'nan Educational Committee [18C0476]
机构署名:
本校为第一且通讯机构
院系归属:
药学与生物科学学院
摘要:
The synthesis of α-boryl halohydrins via difunctionalization of alkenyl MIDA boronates has been reported. Intriguing stereoselectivity was found with different halogen sources, which arises from the special stabilizing effect of the B(MIDA) moiety. The transformation provided cis addition products using Cl+ or Br+ as the halogen source, while trans addition products were obtained when I+ was employed. ...

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