The strain-promoted alkyne-nitrone and alkyne-nitrile oxide cycloaddition reactions: A theoretical study
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DOI: 10.1016/j.tet.2017.06.038
Abstract: Abstract Density functional theory (DFT) calculations were performed to study the mechanism of bioorthogonal strain-promoted dibenzocyclooctyne (DIBO)-nitrone and DIBO-nitrile oxide cycloaddition (CA) reactions at B3LYP/6-31G(d,p), M06-2X/6-31G(d,p) and B3LYP-D3/6-31G(d,p) levels of theory. The potential energy surface… read more here.
Keywords: cycloaddition reactions; nitrile oxide; study; strain promoted ... See more keywords
Nitrile oxide cycloaddition to 4-hydroxy-2-cyclopentenone: Solvent effect and selectivity
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DOI: 10.1016/j.tetlet.2017.07.056
Abstract: Abstract The facial selectivity in the nitrile oxide cycloaddition reactions of 4-hydroxy-2-cyclopentenone and its bulky t- butyloxy derivative is reported. A quantitative evaluation of the solvent effect on the hydrogen bonding directing ability is given,… read more here.
Keywords: nitrile oxide; hydroxy cyclopentenone; effect; solvent effect ... See more keywords
Total Synthesis of (+)-Pochonin D and (+)-Monocillin II via Chemo- and Regioselective Intramolecular Nitrile Oxide Cycloaddition.
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DOI: 10.1021/acs.orglett.7b03054
Abstract: Asymmetric total syntheses of (+)-pochonin D (1) and (+)-monocillin II (2), Hsp90 inhibitors with potent anticancer activity, have been accomplished where the macrolactone 3 was constructed through a chemo- and regioselective intramolecular nitrile oxide cycloaddition… read more here.
Keywords: regioselective intramolecular; nitrile oxide; pochonin monocillin; chemo regioselective ... See more keywords