Beilstein J. Org. Chem.2014,10, 213–223, doi:10.3762/bjoc.10.17
crucial final palladium-catalyzed hydrogenolysis of the 1,2-oxazine moiety was optimized resulting in a reasonably efficient approach to a series of new seven-membered carbohydrate mimetics.
Keywords: aminooxepanes; carbohydrate mimetics; hydrogenolyses; Lewis acid-induced; lithiatedallenes; nitrones
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Graphical Abstract
Scheme 1:
General approach to enantiopure the poly(hydroxy)aminopyrans D (n = 0) and the aminooxepanes D (n =...
Beilstein J. Org. Chem.2012,8, 662–674, doi:10.3762/bjoc.8.74
of (3R)-3a (ellipsoids are drawn at a 50% probability level).
Model proposed for the addition of lithiatedallenes to nitrone 1a.
Reactivity of N-glycosyl nitrones 1 towards dipolarophiles and nucleophiles leading to products of type A, B, C and D.
Additions of lithiated alkoxyallenes to L-erythrose
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Graphical Abstract
Scheme 1:
Reactivity of N-glycosyl nitrones 1 towards dipolarophiles and nucleophiles leading to products of ...