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Second‐Generation Paracyclophane Imine Ligands for the Dialkylzinc Addition to Aldehydes. Optimization of the Branched Side Chain leads to Improvement for Aliphatic Aldehydes
Author(s) -
Höfener Sebastian,
Lauterwasser Frank,
Bräse Stefan
Publication year - 2004
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200404068
Subject(s) - diethylzinc , chemistry , enantioselective synthesis , imine , diastereomer , side chain , aldehyde , combinatorial chemistry , stereochemistry , organic chemistry , catalysis , polymer
Two novel diastereomeric [2.2]paracyclophane ketimine ligands ( S P ,S )‐ 2 and ( R P ,S )‐ 2 , which unite a planar chiral element and a central chiral element, were used towards the enantioselective diethylzinc addition onto aliphatic aldehydes. These improved second‐generation ligands, which are stable in air and water and are easy to obtain, showed significant improvements with respect to the ligands that were previously used.