Abstract
An improved synthetic access to a suitably “protected” purpurosamine C type glycosyl donor ( 11, analogously ent- 11) starting from racemic 3,4-dihydro-2 H-pyran-2-carbaldehyde ( rac- 1, acrolein dimer) implies an “indirect aziridination protocol” and a biocatalytic resolution step (acetate hydrolysis, ee > 98). The latter's stereochemical course is confirmed by a highly α-selective glycosylation with an acceptor of known absolute configuration.
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