Enantioselective Indole Friedel−Crafts Alkylations Catalyzed by
Bis(oxazolinyl)pyridine−Scandium(III) Triflate Complexes
David A. Evans
Karl A. Scheidt
Keith R. Fandrick
Hon Wai Lam
Jimmy Wu
10.1021/ja036985c.s003
https://acs.figshare.com/articles/dataset/Enantioselective_Indole_Friedel_Crafts_Alkylations_Catalyzed_by_Bis_oxazolinyl_pyridine_Scandium_III_Triflate_Complexes/3654780
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.
2003-08-13 00:00:00
Indole
Enantioselective
reaction mixture
electrophile
amine
Alkylation
indole
enantioselective
complex
ester
Triflate
Bis
alkylation
Complexe
Friedel
scandium
triflate
Catalyzed
nucleophile
amide
reactive acyl phosphonate product
acyl phosphonates