Regio and Stereoselective Multicomponent Palladium-Catalyzed Carbonylative Heck-Stille arylation of allylic alcohols derivatives
4 affiliations
- 1Institute of Chemistry
- 2State University of Campinas
- 3Fluminense Federal University
- 4Institute of Science & Technology, Federal University of São Paulo, CEP 12231-280, São José dos Campos, SP, Brazil
Abstract
A reliable and operationally simple protocol for the regioselective and enantioselective carbonylative Heck-Matsuda arylation of protected allylic alcohols followed by interception of the acyl–palladium intermediate with alcohols and organostannane in a Stille-type coupling was developed. This intermolecular carbonylative Heck method provides access to highly functionalized esters and methyl ketones with the formation of multiple carbon–carbon bonds and the construction of an all-carbon quaternary stereogenic center in a single step from readily available starting materials in good to excellent yields. The reaction displays a broad substrate scope, affording products that offer opportunities for further derivatization, including their conversion into enantioenriched functionalized furans.
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BibTeX
@misc{gorbatov2026regio,
title = {{Regio and Stereoselective Multicomponent Palladium-Catalyzed Carbonylative Heck-Stille arylation of allylic alcohols derivatives}},
author = {Sergei Aleksandrovich Gorbatov and Arnaldo Gomes de Oliveira Junior and Andrea Nastri de Luca Batista and João Marcos Batista Junior and Carlos Roque Duarte Correia},
howpublished = {ChemRxiv},
year = {2026},
month = aug,
doi = {10.26434/chemrxiv.15008033/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008033/v1},
note = {CC BY-NC-ND},
}
RIS
TY - UNPB
TI - Regio and Stereoselective Multicomponent Palladium-Catalyzed Carbonylative Heck-Stille arylation of allylic alcohols derivatives
AU - Sergei Aleksandrovich Gorbatov
AU - Arnaldo Gomes de Oliveira Junior
AU - Andrea Nastri de Luca Batista
AU - João Marcos Batista Junior
AU - Carlos Roque Duarte Correia
PY - 2026
DA - 2026/08/30
PB - ChemRxiv
DO - 10.26434/chemrxiv.15008033/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15008033/v1
AB - A reliable and operationally simple protocol for the regioselective and enantioselective carbonylative Heck-Matsuda arylation of protected allylic alcohols followed by interception of the acyl–palladium intermediate with alcohols and organostannane in a Stille-type coupling was developed. This intermolecular carbonylative Heck method provides access to highly functionalized esters and methyl ketones with the formation of multiple carbon–carbon bonds and the construction of an all-carbon quaternary stereogenic center in a single step from readily available starting materials in good to excellent yields. The reaction displays a broad substrate scope, affording products that offer opportunities for further derivatization, including their conversion into enantioenriched functionalized furans.
ER -