Organocatalytic Asymmetric Allylic Benzylborylation via Fluoride-Assisted Catalytic Generation of α-Boryl Carbanionic Intermediates DOI Creative Commons
Jordi Duran, Paula Rodríguez,

W.A.H. Vermeer

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 20, 2024

Herein we describe the organocatalytic asymmetric allylic benzylborylation of allyl fluorides with α-silyl benzylboronic esters. The catalytic protocol leverages singular features fluoride as an unconventional leaving group, enabling generation reactive α-boryl carbanion species through desilylative activation. It allows construction a wide set homoallylic benzylated organoboronates bearing two contiguous stereocenters. chiral boronate installed in products serves synthetic lynchpin to construct complex chemical architectures stereospecific manner.

Language: Английский

Organocatalytic Asymmetric Allylic Benzylborylation via Fluoride-Assisted Catalytic Generation of α-Boryl Carbanionic Intermediates DOI Creative Commons
Jordi Duran, Paula Rodríguez,

W.A.H. Vermeer

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 20, 2024

Herein we describe the organocatalytic asymmetric allylic benzylborylation of allyl fluorides with α-silyl benzylboronic esters. The catalytic protocol leverages singular features fluoride as an unconventional leaving group, enabling generation reactive α-boryl carbanion species through desilylative activation. It allows construction a wide set homoallylic benzylated organoboronates bearing two contiguous stereocenters. chiral boronate installed in products serves synthetic lynchpin to construct complex chemical architectures stereospecific manner.

Language: Английский

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