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Synthesis of Novel Ferrocenyl‐Based P,S Ligands (ThioClickFerrophos) and Their Use in Pd‐Catalyzed Asymmetric Allylic Substitutions
Author(s) -
Kato Minoru,
Nakamura Tatsuhito,
Ogata Kenichi,
Fukuzawa Shinichi
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900766
Subject(s) - chemistry , allylic rearrangement , catalysis , sequence (biology) , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , biochemistry
A series of P,S ligands (ThioClickFerrophos) based on a triazoleferrocenylethyl backbone were synthesized in a four‐step sequence by click chemistry methodology. The new P,S ligands were applied in allylic alkylations, etherifications, and aminations of 1,3‐diphenylprop‐2‐enyl acetate catalyzed by Pd complexes. These reactions proceeded smoothly to give products in good yields and with good enantioselectivities of up to 90 % ee . (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)