Stereodivergent access to polyhydroxylated 10-azabicyclo[4.3.1]decanes as new calystegine analogues.
A rapid and stereodivergent access to polyhydroxylated 10-azabicyclo[4.3.1]decanes as new calystegine analogues by way of a double benzotriazolyl/carbon nucleophile exchange followed by a ring-closing metathesis was achieved. Preliminary evaluation of the new compounds as glucocerebrosidase inhibitors was also performed.
Chagnault
Vincent
V
Institut de Chimie Organique et Analytique, Université d'Orléans-CNRS UMR 6005, France.
Compain
Philippe
P
Lewinski
Krzysztof
K
Ikeda
Kyoko
K
Asano
Naoki
N
Martin
Olivier R
OR
D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry*; D003500:Cyclization; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D014326:Tropanes / Q000138:chemical synthesis* / Q000737:chemistry*
D019086:Bridged Bicyclo Compounds, Heterocyclic; D014326:Tropanes; C055033:calystegin