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Synlett 1997; 1997(SI): 533-534
DOI: 10.1055/s-1997-6112
DOI: 10.1055/s-1997-6112
letter
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Asymmetric Synthesis of L-Deoxymannojirimycin
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Publikationsverlauf
Publikationsdatum:
31. Dezember 2000 (online)
Starting from dihydropyran 1, the chiral lactam 4 was rapidly obtained. Following unsaturation, highly diastereoselective allylic oxidation and dihydroxylation furnished lactam 7 from which the azasugar, L-deoxymannojirimycin, could be prepared.
allylic oxidation - dihydroxylation - chiral lactam - chiral piperidines - phenyl glycinol