Synthesis and Functionalization of Tertiary Propargylic Boronic Esters by Alkynyllithium-Mediated 1,2-Metalate Rearrangement of Borylated Cyclopropanes
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DOI: 10.1021/acs.orglett.2c03756
Abstract: Implementing the use of alkynyllithium reagents in a stereospecific 1,2-metalate rearrangement-mediated ring opening of polysubstituted cyclopropyl boronic esters provides a variety of tertiary pinacol boranes bearing adjacent tertiary or quaternary carbon stereocenters with high levels… read more here.
Keywords: metalate rearrangement; boronic esters; functionalization tertiary; synthesis functionalization ... See more keywords
Catalytic Reductive Functionalization of Tertiary Amides using Vaska’s Complex: Synthesis of Complex Tertiary Amine Building Blocks and Natural Products
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DOI: 10.1021/acscatal.0c02377
Abstract: The tertiary amide is a ubiquitous functional group and plays an irreplaceable role in medicinal chemistry. Its robust nature has meant—in the past—that selective manipulation of this motif remaine... read more here.
Keywords: using vaska; reductive functionalization; amides using; functionalization tertiary ... See more keywords
Biopatterned Reorganization of Alkaloids Enabled by Ring-Opening Functionalization of Tertiary Amines.
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DOI: 10.1021/jacs.1c10205
Abstract: Biosynthetic processes often involve reorganization of one family of natural products to another. Chemical emulation of nature's rearrangement-based structural diversification strategy would enable the conversion of readily available natural products to other value-added secondary metabolites.… read more here.
Keywords: ring opening; natural products; opening functionalization; reorganization ... See more keywords