Bernadat, GuillaumeGeorge, NicolasCouturier, CedricMasson, GéraldineSchlama, ThierryZhu, Jieping2011-04-042011-04-042011-04-04201110.1055/s-0030-1259531https://infoscience.epfl.ch/handle/20.500.14299/65918WOS:000287575400030L-Lemonose, the glycosidic part of (–)-lemonomycin, has been synthesized in ten steps with 18% overall yield from Dthreonine. The key steps are a double, highly diastereoselective Grignard addition to a Weinreb amide and a chemoselective oxidation of a primary alcohol in the presence of a secondary alcohol, a tertiary alcohol and a tertiary amine, leading directly to the lactol.sugaraminosugarlemonomycinlemonose tetrahydroisoquinolineAsymmetric Synthesis of 2,4,6-Trideoxy-4-(dimethylamino)-3-C-methyl-Llyxohexopyranose (Lemonose)text::journal::journal article::research article