{"database":"biostudies-literature","file_versions":[],"scores":{"citationCount":0,"reanalysisCount":0,"viewCount":52,"searchCount":0},"additional":{"submitter":["Patel HH"],"funding":["NIGMS NIH HHS"],"pagination":["3462-5"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC4785804"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["137(10)"],"pubmed_abstract":["We report a highly enantioselective intermolecular Heck reaction of alkenyl triflates and acyclic primary or racemic secondary alkenols. The mild reaction conditions permit installation of a wide range of alkenyl groups at positions ?, ?, or ? to a carbonyl group in high enantioselectivity. The success of this reaction is attributed to the use of electron-withdrawing alkenyl triflates, which offer selective ?-hydride elimination followed by migration of the catalyst through the alkyl chain to give the alkenylated carbonyl products. The synthetic utility of the process is demonstrated by a two-step modification of a reaction product to yield a tricyclic core structure, present in various natural products."],"journal":["Journal of the American Chemical Society"],"pubmed_title":["Palladium-catalyzed enantioselective Heck alkenylation of acyclic alkenols using a redox-relay strategy."],"pmcid":["PMC4785804"],"funding_grant_id":["R01GM063540","R01 GM063540"],"pubmed_authors":["Patel HH","Sigman MS"],"view_count":["52"],"additional_accession":[]},"is_claimable":false,"name":"Palladium-catalyzed enantioselective Heck alkenylation of acyclic alkenols using a redox-relay strategy.","description":"We report a highly enantioselective intermolecular Heck reaction of alkenyl triflates and acyclic primary or racemic secondary alkenols. The mild reaction conditions permit installation of a wide range of alkenyl groups at positions ?, ?, or ? to a carbonyl group in high enantioselectivity. The success of this reaction is attributed to the use of electron-withdrawing alkenyl triflates, which offer selective ?-hydride elimination followed by migration of the catalyst through the alkyl chain to give the alkenylated carbonyl products. The synthetic utility of the process is demonstrated by a two-step modification of a reaction product to yield a tricyclic core structure, present in various natural products.","dates":{"release":"2015-01-01T00:00:00Z","publication":"2015 Mar","modification":"2020-10-29T13:21:37Z","creation":"2019-03-27T02:10:49Z"},"accession":"S-EPMC4785804","cross_references":{"pubmed":["25738548"],"doi":["10.1021/ja5130836"]}}