Synthesis of four diastereomeric 3,5-dialkoxy-2,4-dimethylalkanals by a simple extension of the non-aldol aldol process to bis(propionates).
Org Lett
; 1(2): 307-9, 1999 Jul 29.
Article
em En
| MEDLINE
| ID: mdl-10822567
ABSTRACT
[formula see text] The synthesis of all four diastereomers of bis(propionates), 3,5-dialkoxy-2,4-dimethylalkanals, by non-aldol aldol chemistry is described. The epoxy alcohols (3, 4) were converted into the mesylates (9, 11) which were cleanly rearranged to the desired 3,5-bis(oxygenated)-2,4-dimethylalkanals (10, 12) in high yield. The epoxy mesylates (13, 16) gave the desired products (14, 17) in good yield on treatment with TMSOTf and a hindered base.
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Base de dados:
MEDLINE
Assunto principal:
Propionatos
/
Compostos de Organossilício
/
Aldeídos
Idioma:
En
Ano de publicação:
1999
Tipo de documento:
Article