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Chemo-, Regio-, and Stereoselective Access to (E)-Boryl-Substituted Allyl Fluorides via Electrophilic Fluorodesilylation

Yongsuk Jung, Seung Hwan Cho*

*Department of Chemistry, Pohang University of Science and Technology (POSTECH), Pohang, 37673, Republic of Korea, Email: seunghwanpostech.ac.kr

Y. Jung, S. H. Cho, Synlett, 2023, 34, 2165-2168.

DOI: 10.1055/a-2089-4260



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Abstract

A transition-metal-free chemo-, regio-, and stereoselective electrophilic fluorodesilylation of α-silyl-substituted allylboronate esters with Selectfluor provides a variety of (E)-boryl-substituted allyl fluorides in good yields. Further modifications of the obtained (E)-boryl-substituted allyl fluorides afford allyl or alkyl fluoride derivatives.

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Key Words

allyl fluorides, fluorodesilylation, vinylboronates, Selectfluor


ID: J72-Y2023