Stereoselective anti aldol reactions of erythrulose derivatives. Functionalized chiral d3 and d4 synthons.
An improved procedure for the synthesis of anti aldols from protected erythrulose derivatives is reported. The preparation of functionalized d3 and d4 synthons with various stereochemical arrays by means of this methodology is described and subsequently applied to a stereoselective formal synthesis of the natural metabolite goniothalesdiol.
Murga
Juan
J
Departamento de Química Inorgánica y Orgánica, and Servicios Centrales de Instrumentación, Universidad Jaume I, E-12080 Castellón, Spain.
Ruiz
Purificación
P
Falomir
Eva
E
Carda
Miguel
M
Peris
Gabriel
G
Marco
J Alberto
JA
D000447:Aldehydes / Q000037:antagonists & inhibitors / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis; D015394:Molecular Structure; D013237:Stereoisomerism; D013780:Tetroses / Q000138:chemical synthesis / Q000737:chemistry*
D000447:Aldehydes; D007659:Ketones; D007783:Lactones; D013780:Tetroses; C100073:erythrulose; C116609:3-hydroxybutanal