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A Base-Stabilized Silylene-Promoted C(sp3)-H Borylation and H2 Activation.

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1 Published in 2020 at "Inorganic chemistry"

DOI: 10.1021/acs.inorgchem.0c00426

Abstract: Treatment of the amidinato amidosilylene [L{(Me3Si)2N}Si:] [1, L = PhC(NtBu)2] with a slight excess of borane-tetrahydrofuran complex [BH3·THF] in toluene at room temperature afforded the silylene-borane adduct [L{(Me3Si)2N}Si:→BH3] (2). A triflate substituent was introduced on… read more here.

Keywords: me3si; room temperature; silylene; sp3 borylation ... See more keywords

Iron-Catalyzed C(Sp3)-H Borylation, Thiolation, and Sulfinylation Enabled by Photoinduced Ligand-to-Metal Charge Transfer.

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2 Published in 2023 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.3c01082

Abstract: Catalytic C(sp3)-H functionalization has provided enormous opportunities to construct organic molecules, facilitating the derivatization of complex pharmaceutical compounds. Within this framework, direct hydrogen atom transfer (HAT) photocatalysis becomes an appealing approach to this goal. However,… read more here.

Keywords: borylation thiolation; sp3 borylation; transfer; thiolation sulfinylation ... See more keywords

Enantioselective α-C(sp3)-H Borylation of Masked Primary Alcohols Enabled by Iridium Catalysis.

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0 Published in 2024 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.4c14890

Abstract: Functional group-directed site- and enantioselective C(sp3)-H functionalization of alcohols or masked alcohols represents a formidable challenge. We herein report the first example of iridium-catalyzed asymmetric α-C(sp3)-H borylation of primary alcohol-derived carbamates by the judicious choice… read more here.

Keywords: masked primary; enantioselective sp3; borylation masked; sp3 borylation ... See more keywords

Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Bicyclo[1.1.0]butanes.

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0 Published in 2025 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.5c16702

Abstract: Bicyclo[1.1.0]butanes (BCBs) have attracted considerable interest in organic synthesis due to their versatile reactivity. However, the asymmetric synthesis of these strained systems remains a formidable challenge. We herein report an iridium-catalyzed enantioselective C(sp3)-H borylation of… read more here.

Keywords: catalyzed enantioselective; iridium catalyzed; sp3 borylation; bicyclo butanes ... See more keywords

Metal-free photoinduced C(sp3)-H borylation of alkanes.

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1 Published in 2020 at "Nature"

DOI: 10.1038/s41586-020-2831-6

Abstract: Boronic acids and their derivatives are some of the most useful reagents in the chemical sciences1, with applications spanning pharmaceuticals, agrochemicals and functional materials. Catalytic C-H borylation is a powerful method for introducing these and… read more here.

Keywords: atom transfer; borylation; hydrogen atom; sp3 borylation ... See more keywords