Asymmetric Claisen rearrangements on chiral vinyl sulfoxides.
Highly diastereoselective Claisen rearrangements of acyclic allyl vinyl ethers bearing a chiral sulfoxide at C-5 provide gamma-delta-unsaturated aldehydes or ketones with up to two consecutive asymmetric centers in the molecule whilst preserving a useful vinyl sulfoxide. The reactivity of related vinyl sulfides and sulfones has also been examined in this work.
Fernández de la Pradilla
Roberto
R
Instituto de Química Orgánica General, C.S.I.C. Juan de la Cierva 3, 28006 Madrid, Spain.
Montero
Carlos
C
Tortosa
Mariola
M
Viso
Alma
A