Abstract
An efficient formal total synthesis of (+)-gephyrotoxin is described. The key step of our strategy relies on the diastereoselective reduction of a chiral pyrrolidine beta-enamino ester obtained by condensation of ( S)-phenylglycinol on a protected 8-hydroxy-3,6-dioxooctanoate.
MeSH terms
-
Alkaloids / chemical synthesis*
-
Amphibian Venoms / chemical synthesis
-
Ethanolamines
-
Glycine / analogs & derivatives
-
Glycine / chemistry
-
Pyrrolidines / chemical synthesis
-
Pyrrolidines / chemistry
-
Stereoisomerism
Substances
-
Alkaloids
-
Amphibian Venoms
-
Ethanolamines
-
Pyrrolidines
-
gephyrotoxin
-
N-phenylethanolamine
-
Glycine