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A Comparative Study of Confining Ligands Derived from Methylated Cyclodextrins in Gold‐Catalyzed Cycloisomerization of 1,6‐Enynes
Author(s) -
Kaya Zeyneb,
Andna Lucile,
Matt Dominique,
Bentouhami Embarek,
Djukic JeanPierre,
Armspach Dominique
Publication year - 2019
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.201900631
Subject(s) - cycloisomerization , chemistry , denticity , catalysis , ligand (biochemistry) , cyclodextrin , combinatorial chemistry , stereochemistry , metal , medicinal chemistry , organic chemistry , receptor , biochemistry
Gold(I) complexes containing monodentate P III ‐ligands built upon methylated α‐cyclodextrins have been synthesized and assessed in the cycloisomerization of 1,6‐enynes, two of the reactions studied involving prochiral substrates. Their performance was compared with that of previously reported mononuclear and dinuclear α‐ and β‐cyclodextrin‐based Au I complexes. Enantiodiscrimination was found to be strongly dependent on the ability of the ligand to position metal‐coordinated substrates inside the cyclodextrin core.