A stereoselective construction of a cis-1,2-oxazadecaline skeleton using a substrate-controlled intramolecular oxy-Michael addition of tyrosine-derived hydroxylamines
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DOI: 10.1016/j.tetlet.2019.151412
Abstract: Abstract A method for the stereoselective construction of cis-1,2-oxazadecaline skeletons via a substrate-controlled intramolecular oxy-Michael addition of readily available tyrosine-derived hydroxylamines has been developed. The approach features an eight-step synthesis of the optically active cis-1,2-oxazadecaline… read more here.
Keywords: cis; substrate controlled; controlled intramolecular; cis oxazadecaline ... See more keywords
Substrate controlled, regioselective carbopalladation for the one-pot synthesis of C4-substituted tetrahydroisoquinoline analogues
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DOI: 10.1039/d0ra01539c
Abstract: 6-Exo-trig cyclization reaction through regioselective carbopalladation was demonstrated with N-(2-halobenzyl)-N-allylamines to furnish the corresponding C4-substituted tetrahydroisoquinoline derivatives. The scope of the reaction was extended to the synthesis of C4-quaternary tetrahydroisoquinoline derivatives also. The nature of… read more here.
Keywords: substrate controlled; regioselective carbopalladation; carbopalladation; substituted tetrahydroisoquinoline ... See more keywords
Unraveling innate substrate-controlled arylation and bicyclization of 1,5-enynes with α,β conjugates: synthesis of substituted benzo[a]fluorenes
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DOI: 10.1039/d1gc01248g
Abstract: Herein, we describe a novel strategy for the aromatic C–H functionalization of electron-rich arenes with 1,5-enynes anchored by conjugates, catalyzed by a Bronsted acid under metal- and solvent-free conditions. A diverse range of benzo[a]fluorenes have… read more here.
Keywords: controlled arylation; benzo fluorenes; unraveling innate; arylation bicyclization ... See more keywords
Substrate-controlled product divergence in the reaction of α-fluoro-β-ketoamides with arynes.
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DOI: 10.1039/d2cc04657a
Abstract: An interesting substrate-controlled reactivity switch has been observed in the reaction of α-fluoro-β-ketoamides with arynes. The reaction of secondary α-fluoro-β-ketoamides with arynes provided access to α-aryl-α-fluoroacetamides through an arylation/deacylation sequence. Interestingly, the reaction of tertiary… read more here.
Keywords: reaction; reaction fluoro; ketoamides arynes; fluoro ketoamides ... See more keywords
Substrate-controlled C–H or C–C alkynylation of cyclopropanes: generation of aryl radical cations by direct light activation of hypervalent iodine reagents
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DOI: 10.1039/d2sc04344k
Abstract: We report the first oxidative C–H alkynylation of arylcyclopropanes. Irradiation of ethynylbenziodoxolone (EBX) reagents with visible light at 440 nm promoted the reaction. By the choice of the aryl group on the cyclopropane, it was… read more here.
Keywords: alkynylation; cyclopropanes generation; controlled alkynylation; activation ... See more keywords
Substrate-controlled divergent synthesis with ortho-vinyl-functionalised 1,3-enynes and imines via palladium catalysis
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DOI: 10.1039/d3qo00714f
Abstract: Presented herein is a substrate-controlled diversity-oriented approach to access skeletally different frameworks from ortho-vinyl-functionalised 1,3-enynes and imines via palladium catalysis. A variety of benzofulvenes were constructed in moderate to high... read more here.
Keywords: enynes imines; vinyl functionalised; ortho vinyl; imines via ... See more keywords
Game Change from Reagent- to Substrate-Controlled Peptide Synthesis
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DOI: 10.1246/bcsj.20200057
Abstract: An account of the development of Lewis-acid-catalyzed methods for racemization-free peptide synthesis is presented. These methods are based on the substrate control concept that has been exploited ... read more here.
Keywords: substrate controlled; game change; peptide synthesis; controlled peptide ... See more keywords