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https://hdl.handle.net/2445/222731
Title: | Organocatalytic Asymmetric Allylic Benzylborylation via Fluoride-Assisted Catalytic Generation of α-Boryl Carbanionic Intermediates |
Author: | Duran, Jordi Rodríguez, Paula Vermeer, Ward Companyó Montaner, Xavier |
Keywords: | Compostos orgànics Anions Estructura molecular Organic compounds Anions Molecular structure |
Issue Date: | 4-Oct-2024 |
Publisher: | American Chemical Society |
Abstract: | Herein we describe the organocatalytic asymmetric allylic benzylborylation of allyl fluorides with α-silyl benzylboronic esters. The catalytic protocol leverages the singular features of fluoride as an unconventional leaving group, enabling the catalytic generation of reactive α-boryl carbanion species through desilylative activation. It allows the construction of a wide set of homoallylic benzylated organoboronates bearing two contiguous stereocenters. The chiral boronate installed in the products serves as a synthetic lynchpin to construct complex chemical architectures in a stereospecific manner. |
Note: | Reproducció del document publicat a: https://doi.org/10.1021/acs.orglett.4c03242 |
It is part of: | Organic Letters, 2024, vol. 26, num.39, p. 8394-8399 |
URI: | https://hdl.handle.net/2445/222731 |
Related resource: | https://doi.org/10.1021/acs.orglett.4c03242 |
ISSN: | 1523-7060 |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
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