{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Lu B"],"funding":["NIDDK NIH HHS","NIGMS NIH HHS"],"pagination":["1701-5"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC2830331"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["75(5)"],"pubmed_abstract":["A complex of commercial [Ir(OMe)(cod)](2) and 4,4-di-tert-butyl-2,2-bipyridine (dtbpy) catalyzes the Z-selective, dehydrative silylation of terminal alkenes, but not 1,2-disubstituted alkenes, with triethylsilane or benzyldimethylsilane in THF at 40 degrees C. Yields and Z-stereoselectivity were significantly improved by 2-norbornene, in contrast with other sacrificial alkenes. The reaction is compatible with many functional groups including epoxides, ketones, amides, alcohols, esters, halides, ketals, and silanes. alpha,beta-Unsaturated esters were unreactive. The reaction probably proceeds through a Heck-type mechanism."],"journal":["The Journal of organic chemistry"],"pubmed_title":["Iridium-catalyzed (Z)-trialkylsilylation of terminal olefins."],"pmcid":["PMC2830331"],"funding_grant_id":["P01 DK038226","DK38226","R01 GM031278-25A1","GM31278","P01 DK038226-229002","R01 GM031278"],"pubmed_authors":["Falck JR","Lu B"],"additional_accession":[]},"is_claimable":false,"name":"Iridium-catalyzed (Z)-trialkylsilylation of terminal olefins.","description":"A complex of commercial [Ir(OMe)(cod)](2) and 4,4-di-tert-butyl-2,2-bipyridine (dtbpy) catalyzes the Z-selective, dehydrative silylation of terminal alkenes, but not 1,2-disubstituted alkenes, with triethylsilane or benzyldimethylsilane in THF at 40 degrees C. Yields and Z-stereoselectivity were significantly improved by 2-norbornene, in contrast with other sacrificial alkenes. The reaction is compatible with many functional groups including epoxides, ketones, amides, alcohols, esters, halides, ketals, and silanes. alpha,beta-Unsaturated esters were unreactive. The reaction probably proceeds through a Heck-type mechanism.","dates":{"release":"2010-01-01T00:00:00Z","publication":"2010 Mar","modification":"2025-04-18T23:14:27.814Z","creation":"2019-03-26T23:28:35Z"},"accession":"S-EPMC2830331","cross_references":{"pubmed":["20136153"],"doi":["10.1021/jo902678p"]}}