149794-30-9Relevant articles and documents
α-ketophosphonates as ester surrogates: Isothiourea-catalyzed asymmetric diester and lactone synthesis
Smith, Siobhan R.,Leckie, Stuart M.,Holmes, Reuben,Douglas, James,Fallan, Charlene,Shapland, Peter,Pryde, David,Slawin, Alexandra M. Z.,Smith, Andrew D.
supporting information, p. 2506 - 2509 (2014/05/20)
Isothiourea HBTM-2.1 catalyzes the asymmetric Michael addition/ lactonization of aryl- and alkenylacetic acids using α-keto-β, γ-unsaturated phosphonates as α,β-unsaturated ester surrogates, giving access to a diverse range of stereodefined lactones or enantioenriched functionalized diesters upon ring-opening.
Enantioselective NHC-catalysed formal [4+2] cycloaddition of alkylaryl-ketenes with β,γ-unsaturated α-ketophosphonates
Leckie, Stuart M.,Fallan, Charlene,Taylor, James E.,Brown, T. Bruce,Pryde, David,Lébl, Tomá?,Slawin, Alexandra M. Z.,Smith, Andrew D.
supporting information, p. 1243 - 1249 (2013/07/25)
NHC-mediated enantioselective formal [4+2] cycloadditions of alkylarylketenes with γ-substituted-β,γ-unsaturated α-ketophosphonates is described. A substrate-dependent switch in diastereoselectivity was observed, with γ-aryl α-ketophosphonates providing p
Enantioselective indole Friedel-Crafts alkylations catalyzed by bis(oxazolinyl)pyridine-scandium(III) triflate complexes
Evans, David A.,Scheidt, Karl A.,Fandrick, Keith R.,Lam, Hon Wai,Wu, Jimmy
, p. 10780 - 10781 (2007/10/03)
A highly enantioselective Friedel-Crafts alkylation of electron-rich aromatic nucleophiles catalyzed by scandium(III) triflate-pyridyl(bis)oxazoline complexes has been accomplished. The reaction involves α,β-unsaturated acyl phosphonates as electrophiles and primarily substituted indoles as nucleophiles. The reactive acyl phosphonate product is converted to the corresponding ester or amide in good overall yield by adding an alcohol or amine directly to the reaction mixture. Copyright