Total synthesis of amaminol A: establishment of the absolute stereochemistry.
The first synthetic route to amaminol A with use of an organocatalytic intramolecular Diels-Alder reaction is reported. The absolute stereochemistry is proven with a crystallographic image of a cyclic carbamate of amaminol A.
Kumpulainen
Esa T T
ET
Laboratory of Organic Chemistry, Helsinki University of Technology, P.O. Box 6100, FI-02015 TKK, Espoo, Finland.
Koskinen
Ari M P
AM
Rissanen
Kari
K
D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002219:Carbamates / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000605:Amino Alcohols; D001643:Bridged Bicyclo Compounds; D002219:Carbamates; C525789:amaminol A