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Optically Active Lactones from a Baeyer–Villiger‐Type Metal‐Catalyzed Oxidation with Molecular Oxygen
Author(s) -
Bolm Carsten,
Schlingloff Gunther,
Weickhardt Konrad
Publication year - 1994
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.199418481
Subject(s) - enantioselective synthesis , ketone , chemistry , catalysis , lactone , baeyer–villiger oxidation , yield (engineering) , metal , optically active , molecular oxygen , copper , organic chemistry , oxygen , stereochemistry , materials science , metallurgy
Simple, mild, and enantioselective! Oxygen reacts with ketone 1 in the presence of pivalaldehyde (R t Bu) and a chiral copper complex (cat. * ) to give lactone 2 in 47% yield and 69% ee . Other enantioselective Baeyer—Villiger‐type oxidations had previously only been achieved with the help of enzymes.