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Synthesis of Optically Active Phosphanes via Sharpless Epoxidation
Author(s) -
Brunner Henri,
Sicheneder Adolf
Publication year - 1988
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198807181
Subject(s) - optically active , enantioselective synthesis , sharpless epoxidation , catalysis , chemistry , transition metal , combinatorial chemistry , organic chemistry , stereochemistry
Three steps suffice for the conversion of achiral allyl alcohols such as 1 into chiral bisphosphanes like 2 in high optical purity. The key step is the Sharpless epoxidation of the allyl alcohols, which proceeds with >93% ee (R = Ph). Optically active phosphanes are the best ligands in enantioselective catalysis with transition metal complexes.