Light-Triggered Catalytic Asymmetric Allylic Benzylation with Photogenerated C-Nucleophiles
نویسندگان
چکیده
منابع مشابه
General Allylic C–H Alkylation with Tertiary Nucleophiles
A general method for intermolecular allylic C-H alkylation of terminal olefins with tertiary nucleophiles has been accomplished employing palladium(II)/bis(sulfoxide) catalysis. Allylic C-H alkylation furnishes products in good yields (avg. 64%) with excellent regio- and stereoselectivity (>20:1 linear:branched, >20:1 E:Z). For the first time, the olefin scope encompasses unactivated aliphatic ...
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Catalytic asymmetric synthesis of Tamiflu, an important antiinfluenza drug, was achieved. After the catalytic enantioselective desymmetrization of meso-aziridine 3 with TMSN3, using a Y catalyst (1 mol %) derived from ligand 2, an allylic oxygen function and C1 unit on the C=C double bond were introduced through cyanophosphorylation of enone and allylic substitution with an oxygen nucleophile. ...
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Iridium-catalysed allylic substitutions with anionic N-nucleophiles were achieved with regioselectivity of up to 49:1 and enantiomeric excess of up to 98%.
متن کاملCatalytic asymmetric rearrangement of allylic N-aryl trifluoroacetimidates. A useful method for transforming prochiral allylic alcohols to chiral allylic amines.
[reaction: see text] A useful method for the conversion of prochiral allylic alcohols to chiral allylic amines of high enantiopurity is reported. N-(4-Methoxyphenyl)trifluoroacetimidates are excellent substrates for the palladium(II)-catalyzed allylic imidate rearrangement as the allylic trifluoroacetamide products can be deprotected in two steps to provide chiral nonracemic allylic amines. Di-...
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A mild and efficient one-pot visible light-induced method has been developed for the allylic oxidation. The oxidation of allylic systems has played a prominent role in this context as possibly the most widely applied C–H functionalization, owing to the utility of enones. The allylic C–H oxidation is relatively simple and predictable, even on a preparative scale, because active species generated...
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ژورنال
عنوان ژورنال: The Journal of Organic Chemistry
سال: 2020
ISSN: 0022-3263,1520-6904
DOI: 10.1021/acs.joc.0c00175