Stereoselective transformations on D-glucose-derived eight-membered ring carbocycles.
[structure: see text]. The cyclooctenol derivative 1 can be transformed into the nine-membered ring lactone 3, as well as the amino-containing carbocycles 4 and 5. The corresponding ketone 2 gives access to the conformationally locked azasugar 6.
Leiden Institute of Chemistry, P.O. Box 9502, 2300 RA Leiden, The Netherlands.
P A
PA
van Hooft
R E
RE
Litjens
G A
GA
van der Marel
C A
CA
van Boeckel
J H
JH
van Boom