{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Filippini G"],"funding":["Agència de Gestió d’Ajuts Universitaris i de Recerca","European Research Council","Mineco"],"pagination":["4447-4451"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC5396335"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["56(16)"],"pubmed_abstract":["Detailed herein is the photochemical organocatalytic enantioselective α-alkylation of aldehydes with (phenylsulfonyl)alkyl iodides. The chemistry relies on the direct photoexcitation of enamines to trigger the formation of reactive carbon-centered radicals from iodosulfones, while the ground-state chiral enamines provide effective stereochemical control over the radical trapping process. The phenylsulfonyl moiety, acting as a redox auxiliary group, facilitates the generation of radicals. In addition, it can eventually be removed under mild reducing conditions to reveal methyl and benzyl groups."],"journal":["Angewandte Chemie (International ed. in English)"],"pubmed_title":["Enantioselective Formal α-Methylation and α-Benzylation of Aldehydes by Means of Photo-organocatalysis."],"pmcid":["PMC5396335"],"funding_grant_id":["681840","SEV-2013-0319","2014 SGR 1059"],"pubmed_authors":["Melchiorre P","Filippini G","Silvi M"],"additional_accession":[]},"is_claimable":false,"name":"Enantioselective Formal α-Methylation and α-Benzylation of Aldehydes by Means of Photo-organocatalysis.","description":"Detailed herein is the photochemical organocatalytic enantioselective α-alkylation of aldehydes with (phenylsulfonyl)alkyl iodides. The chemistry relies on the direct photoexcitation of enamines to trigger the formation of reactive carbon-centered radicals from iodosulfones, while the ground-state chiral enamines provide effective stereochemical control over the radical trapping process. The phenylsulfonyl moiety, acting as a redox auxiliary group, facilitates the generation of radicals. In addition, it can eventually be removed under mild reducing conditions to reveal methyl and benzyl groups.","dates":{"release":"2017-01-01T00:00:00Z","publication":"2017 Apr","modification":"2025-04-26T18:48:50.559Z","creation":"2019-03-27T02:41:34Z"},"accession":"S-EPMC5396335","cross_references":{"pubmed":["28323367"],"doi":["10.1002/anie.201612045"]}}