Catalytic enantioselective conjugate addition of indoles to simple α,β-unsaturated ketones

✍ Scribed by Marco Bandini; Matteo Fagioli; Paolo Melchiorre; Alfonso Melloni; Achille Umani-Ronchi

• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 174 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)01400-x

✦ Synopsis

Chiral [Al(salen)

Cl] complex (10 mol%) in the presence of 2,6-lutidine (10 mol%) was found to be effective in catalysing the enantioselective Friedel-Crafts-type conjugate addition of indoles (3) to (E)-arylcrotyl ketones (2), furnishing the corresponding b-indolyl ketones in excellent yield and high enantioselectivity (ee up to 89%).