Synthesis of Highly Congested Tertiary Alcohols via the [3,3] Radical Deconstruction of Breslow Intermediates.
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DOI: 10.1021/acs.orglett.2c01627
Abstract: Pericyclic processes such as [3,3]-sigmatropic rearrangements leading to the rapid generation of molecular complexity constitute highly valuable tools in organic synthesis. Herein, we report the formation of particularly hindered tertiary alcohols via rearrangement of Breslow… read more here.
Keywords: synthesis highly; breslow intermediates; highly congested; alcohols via ... See more keywords
Ti-Catalyzed Dehydroxylation of Tertiary Alcohols.
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DOI: 10.1021/acs.orglett.2c03119
Abstract: Herein we report a Ti-catalyzed direct dehydroxylation of tertiary aliphatic alcohols under mild reaction conditions, forging Barton-type deoxygenation products. This protocol tolerates a wide range of functional groups, including primary alkyl chloride and carbonyl groups.… read more here.
Keywords: tertiary alcohols; dehydroxylation; catalyzed dehydroxylation; dehydroxylation tertiary ... See more keywords
Tertiary Alcohols as Radical Precursors for the Introduction of Tertiary Substituents into Heteroarenes
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DOI: 10.1021/acscatal.9b00405
Abstract: Despite many recent advances in the radical alkylation of electron-deficient heteroarenes since the seminal reports by Minisci and co-workers, methods for the direct incorporation of tertiary alkyl substituents into nitrogen heteroarenes are limited. This report… read more here.
Keywords: introduction tertiary; radical precursors; alcohols radical; tertiary substituents ... See more keywords
Pyrrolidines and piperidines bearing chiral tertiary alcohols by nickel-catalyzed enantioselective reductive cyclization of N-alkynones
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DOI: 10.1038/s42004-018-0092-1
Abstract: Pyrrolidines and piperidines are important building blocks in organic synthesis. Numerous methods exist for constructing substituted pyrrolidines and piperidines. However, efficient syntheses of pyrrolidines and piperidines bearing chiral tertiary alcohols are limited. Here we report… read more here.
Keywords: pyrrolidines piperidines; tertiary alcohols; cyclization; chiral tertiary ... See more keywords
Asymmetric addition of Grignard reagents to ketones: culmination of the ligand-mediated methodology allows modular construction of chiral tertiary alcohols
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DOI: 10.1039/d1sc06350b
Abstract: A new class of biaryl chiral ligands derived from 1,2-diaminocyclohexane (1,2-DACH) has been designed to enable the asymmetric addition of aliphatic and, for the first time, aromatic Grignard reagents to ketones for the preparation of… read more here.
Keywords: grignard reagents; methodology; asymmetric addition; reagents ketones ... See more keywords
Dual Roles of TBHP-Enabled Regioselective Hydroetherification of (Trifluoromethyl)alkenes with Boronic Acids: Access to α-Trifluoromethyl β-Aryloxy Tertiary Alcohols
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DOI: 10.1055/a-1481-2023
Abstract: The three-starting materials four-component reaction of (trifluoromethyl)alkenes, TBHP, and boronic acids is reported, delivering various useful α-trifluoromethyl-β-aryloxy tertiary alcohols in high yields and in an exclusively regioselective hydroetherification manner. TBHP serves as both the oxidant… read more here.
Keywords: trifluoromethyl aryloxy; trifluoromethyl alkenes; tertiary alcohols; trifluoromethyl ... See more keywords
Design, Catalyst-Free Synthesis of New Novel α-Trifluoromethylated Tertiary Alcohols Bearing Coumarins as Potential Antifungal Agents
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DOI: 10.3390/molecules28010260
Abstract: A new method for the synthesis of α-trifluoromethylated tertiary alcohols bearing coumarins is described. The reaction of 3-(trifluoroacetyl)coumarin and pyrrole provided the target compounds with high yields under catalyst-free, mild conditions. The crystal structure of… read more here.
Keywords: trifluoromethylated tertiary; catalyst free; bearing coumarins; alcohols bearing ... See more keywords