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Iridium‐Catalyzed Asymmetric Hydrogenation of N‐Protected Indoles
Author(s) -
Baeza Alejandro,
Pfaltz Andreas
Publication year - 2010
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200903105
Subject(s) - iridium , catalysis , yield (engineering) , asymmetric hydrogenation , enantiomer , chemistry , enantioselective synthesis , enantiomeric excess , medicinal chemistry , indole test , combinatorial chemistry , organic chemistry , materials science , metallurgy
Chiral indolines substituted at C‐2 or C‐3 can be prepared in high yield and excellent enantioselectivity by asymmetric hydrogenation of N‐protected indoles by using Ir catalysts with chiral N,P ligands. With less reactive substrates, the reaction had to be carried out at elevated temperature, but even at 60–110 °C very high enantiomeric excesses of up to 98–99 % could be obtained (see scheme).