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Enantioselektive Synthese von α‐Phosphinoketonen. Vorläufige Mitteilung
Author(s) -
Enders Dieter,
Berg Thorsten,
Raabe Gerhard,
Runsink Jan
Publication year - 1996
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.19960790112
Subject(s) - chemistry , enantioselective synthesis , borane , ozonolysis , enantiomer , stereochemistry , catalysis , organic chemistry
Enantioselective Synthesis of α‐Phosphinoketones The first asymmetric (CP)‐connective synthesis of α‐phosphinoketones in high enantiomeric purity (e.e.91–97%) is described. Key step is the highly diastereoselective phosphinylation of SAMP‐hydrazones ( S )‐ 2 to produce α‐phosphinohydrazones ( S,R )‐ 3 , isolated as the more stable borane adducts. Subsequent ozonolysis afforded the title compounds ( R )‐ 4 , potential ligands for enantioselective homogeneous catalysis.