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- W2276805044 abstract "α,α-Disubstituted piperidines and conformationally constrained polyhydroxylated indolizidines bearing a hydroxymethyl substituent in position 8a were synthesized from a readily available l-sorbose-derived ketonitrone. Diastereoselective vinylation under two sets of complementary conditions allowed access to both configurations of the newly formed quaternary stereocenter. Subsequent N-allylation and ring-closing metathesis afforded 8a-branched indolizidines in high yield. The newly prepared iminosugars demonstrated highly potent inhibition of α-glucosidases. Most interestingly, compound 9b exhibits very high selectivity toward this class of enzymes, with an unusual mode of binding." @default.
- W2276805044 created "2016-06-24" @default.
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- W2276805044 date "2015-07-16" @default.
- W2276805044 modified "2023-10-17" @default.
- W2276805044 title "Hydroxymethyl-Branched Polyhydroxylated Indolizidines: Novel Selective α-Glucosidase Inhibitors" @default.
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- W2276805044 doi "https://doi.org/10.1021/acs.orglett.5b01505" @default.
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