Validation of lanthanide chiral shift reagents for determination of absolute configuration: total synthesis of glisoprenin A.
[structure: see text] The complete stereostructure of the natural product (+)-glisoprenin A had been predicted via a novel application of chiral lanthanide shift reagents. Confirmation of the predicted stereostructure of (+)-glisoprenin A and validation of the chiral lanthanide shift approach have now been achieved through total synthesis.
Adams
Christopher M
CM
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA.
Ghosh
Indranath
I
Kishi
Yoshito
Y
D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry; D028581:Lanthanoid Series Elements / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D013237:Stereoisomerism
D005233:Fatty Alcohols; D007202:Indicators and Reagents; D028581:Lanthanoid Series Elements; C077321:glisoprenin A