145475-10-1Relevant articles and documents
Hydroxyl-Directed Cross-Coupling: A Scalable Synthesis of Debromohamigeran e and Other Targets of Interest
Blaisdell, Thomas P.,Morken, James P.
supporting information, p. 8712 - 8715 (2015/07/27)
A hydroxyl functional group positioned β to a pinacol boronate can serve to direct palladium-catalyzed cross-coupling reactions. This feature can be used to control the reaction site in multiply borylated substrates and can activate boronates for reaction that would otherwise be unreactive.
Inter- and intramolecular pathways for the formation of tetrahydrofurans from β-(phosphatoxy)alkyl radicals. Evidence for a dissociative mechanism
Crich, David,Huang, Xianhai,Newcomb, Martin
, p. 523 - 529 (2007/10/03)
β-(Phosphatoxy)alkyl radicals generated by photolysis of Barton PTOC esters in the presence of allyl alcohol and tert-butyl mercaptan undergo nucleophilic substitution followed by 5-exo-trig radical ring closure leading to tetrahydrofurans in good yield and with high trans selectivity. β- (Phosphatoxy)alkyl radicals obtained by intramolecular hydrogen 1,5- abstraction with an alkoxyl radical undergo nucleophilic displacement providing tetrahydrofurans. The ensemble of results, including the effects of leaving groups and substituents, strongly support a dissociative mechanism for these radical nucleophilic displacement reactions.
Generation of 2-Lithio-2-(trimethylsilyl)silacyclopentane and 2-Lithio-2-(phenylthio)silacyclopentane and Their Use for the Synthesis of 1,4-Butanediols and γ-Hydroxy Ketones
Matsumoto, Kozo,Yokoo, Toshiaki,Oshima, Koichiro,Utimoto, Kiitiro,Rahman, Noorsaadah Abd.
, p. 1694 - 1700 (2007/10/02)
Treatment of 2-(trimethylsilyl)silacyclopentane with t-butyllithium in THF-HMPA gave 2-lithio-2-(trimethylsilyl)silacyclopentane in good yield.An addition of alkyl iodides to the lithium compound provided 2-alkyl-2-(trimethylsilyl)silacyclopentanes which