Levites-Agababa Elana, Menhaji Elnaz, Perlson Lisa N, Rojas Christian M
Department of Chemistry, Barnard College, 3009 Broadway, New York, New York 10027, USA.
Org Lett. 2002 Mar 7;4(5):863-5. doi: 10.1021/ol025634k.
[reaction: see text] Rhodium and copper acyl nitrenoids are likely intermediates in amidoglycosylation reactions of allal 3-carbamates. Iodine(III)-mediated nitrenoid formation, interaction of this species with the glycal enol ether pi-system, and highly beta-stereoselective glycosylation occur in a one-pot process that requires no additional Lewis acid activation.
[反应:见正文] 铑和铜酰基亚硝基化合物可能是烯丙基3-氨基甲酸酯氨基糖基化反应中的中间体。碘(III)介导的亚硝基化合物形成、该物种与糖烯醇醚π-体系的相互作用以及高度β-立体选择性糖基化在一个无需额外路易斯酸活化的一锅法过程中发生。