α-Hydroxy boron-enabled regioselective access to bifunctional halo-boryl alicyclic ethers and α-halo borons | Zendy

Lucia Wang | Zendy; ShengJia Lin | Zendy; Yawei Zhu | Zendy; Daniel Ferrante | Zendy; Timaf Ishak | Zendy; Yuki Baba | Zendy; Abhishek Sharma | Zendy

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α-Hydroxy boron-enabled regioselective access to bifunctional halo-boryl alicyclic ethers and α-halo borons

Author(s) -

Lucia Wang,

ShengJia Lin,

Yawei Zhu,

Daniel Ferrante,

Timaf Ishak,

Yuki Baba,

Abhishek Sharma

Publication year - 2021

Publication title -

chemical communications

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.837

H-Index - 333

eISSN - 1364-548X

pISSN - 1359-7345

DOI - 10.1039/d1cc00336d

Subject(s) - regioselectivity , bifunctional , alicyclic compound , halo , chemistry , tetrahydrofuran , organic chemistry , catalysis , physics , quantum mechanics , solvent , galaxy

α-Hydroxy borons are an underutilized class of compounds and their only previous application involved oxidation into acylborons. Herein, we describe the synthesis of functionalized olefinic α-hydroxy borons and their utility to enable a novel and regioselective route to hitherto unknown bifunctional halo-boryl tetrahydrofurans/tetrahydropyrans and α-halo MIDA boronates. The orthogonally functionalized alicyclic ethers provided a building block-based approach for diversification of the tetrahydrofuran core.

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