10.1021/acs.joc.6b03052.s001
Hui Li
Hui
Li
Timothy J. Cooke
Timothy J.
Cooke
Alexander Korotkov
Alexander
Korotkov
Charles W. Chapman
Charles W.
Chapman
Alan Eastman
Alan
Eastman
Jimmy Wu
Jimmy
Wu
Stereoselective Synthesis
and Biological Evaluation of C1-Epimeric and Desmethyl Monomeric Nuphar
Analogues
American Chemical Society
2017
methyl group
C 1
lack
diastereoselectivity
vM
Stereoselective Synthesis
apoptosi
enantioselective
chiral phosphoric acids
C 1-Epimeric
Biological Evaluation
monomeric nuphar analogues
Desmethyl Monomeric Nuphar Analogues
synthese
C 1-epimeric monomeric nuphar
desmethyl
Mukaiyama
Biological assays
vinylogou
2017-02-06 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Stereoselective_Synthesis_and_Biological_Evaluation_of_C1-Epimeric_and_Desmethyl_Monomeric_Nuphar_Analogues/4654309
A class of monomeric
nuphar analogues that are either epimeric at C1 and C1′ or
lack the naturally occurring methyl group at those positions were
synthesized and evaluated for biological activity. The syntheses feature
enantioselective vinylogous Mukaiyama–Mannich (vM–Mannich)
reactions catalyzed by chiral phosphoric acids that proceed with excellent
diastereoselectivity. Biological assays reveal that both the desmethyl
and C1-epimeric monomeric nuphar analogous are able to induce rapid
apoptosis.