Please use this identifier to cite or link to this item: 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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