Synthesis and trimethylaluminum additions on gamma-hydroxy-delta-sulfinyl and sulfonyl enoates.
[reaction: see text] The stereoselective synthesis of epimeric (R)- and (S)-gamma-hydroxy-delta-p-tolylsulfinyl (or sulfonyl) enoates is reported. Reaction with AlMe3 occurred exclusively at the ester group allowing a clean and high-yielding access to enantiopure 1,4-diols bearing a tertiary carbinol.
Carreño
M Carmen
MC
Departamento de Química Orgánica (C-I), Facultad de Ciencias, Universidad Autónoma de Madrid, Cantoblanco, 28049 Madrid, Spain. carmen.carrenno@uam.es
Sanz-Cuesta
M Jesús
MJ
Colobert
Françoise
F
Solladié
Guy
G