Premium
2D‐NMR ConformationaL Studies of ChiraL Functionalized Ferrocenylphosphine Ligands for the Gold(I)‐Catalyzed Aldol Reaction
Author(s) -
Togni Antonio,
Blumer Ruth K.,
Pregosin Paul S.
Publication year - 1991
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19910740717
Subject(s) - chemistry , stereoselectivity , aldol condensation , aldol reaction , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , catalysis , organic chemistry
Abstract The conformations in solution of six selected chiral 1,1′‐bis (diphenylphosphino)ferrocenyl ligands bearing functionalized side chains, the diastercoisomers 4 and 5 and 6 – 9 , have been elucidated by 2D‐NMR methods (COSY, TOCSY, NOESY, and 1 H, 31 P and 1 H, 13 C correlations). The possible relationship between the preferred conformation and the stereoselectivity observed in the gold(I)‐catalyzed asymmetric aldol condensation in the presence of these ligands is discussed.