444307-98-6Relevant academic research and scientific papers
Synthesis of Divalent Carbohydrate Mimetics by Reductive Amination with Enantiopure 1,2-Oxazines as Precursors
Salta, Joana,Reissig, Hans-Ulrich
, p. 1893 - 1898 (2015)
A direct approach to mono- and divalent carbohydrate mimetics starting from an enantiopure 1,2-oxazine derivative is described. After the Lewis acid induced rearrangement and subsequent reduction to provide the expected bicyclic 1,2-oxazine derivative as
Enantiopure aminopyrans by a lewis acid promoted rearrangement of 1,2-oxazines: Versatile building blocks for oligosaccharide and sugar amino acid mimetics
Al-Harrasi, Ahmed,Pfrengle, Fabian,Prisyazhnyuk, Vladimir,Yekta, Shahla,Koos, Peter,Reissig, Hans-Ulrich
experimental part, p. 11632 - 11641 (2010/05/18)
1,3-Dioxolanyl-substituted 1,2-oxazines, such as syn-l and anti-1, rearrange under Lewis acidic conditions to provide bicyclic products 2-5. Subsequent reductive transformations afforded enantiopure 3-aminopyran derivatives such as 7 and 9 or their protec
Unusual enantiopure heterocyclic skeletons by Lewis acid promoted rearrangements of 1,3-dioxolanyl-substituted 1,2-oxazines
Pfrengle, Fabian,Al-Harrasi, Ahmed,Bruedgam, Irene,Reissig, Hans-Ulrich
experimental part, p. 282 - 291 (2009/06/21)
Lewis acid promoted rearrangements of different 4-alkoxy-substituted 1,2-oxazines syn-1 are reported. Depending on the nature of this alkoxy group different reaction pathways are possible either providing bicyclic 1,2-oxazinones 2 or the novel tricyclic p
Synthesis of enantiopure carbohydrate mimetics by Lewis acid catalyzed rearrangement of 1,3-dioxolanyl-substituted 1,2-oxazines
Al-Harrasi, Ahmed,Reissig, Hans-Ulrich
, p. 6227 - 6231 (2007/10/03)
(Chemical Equation Presented) Under control: Lewis acids induce an unexpected rearrangement of 1,3-dioxolanyl-substituted 1,2-oxazines to provide bicyclic compounds in a stereocontrolled manner. They are precursors for enantiopure carbohydrate mimetics co
Acid promoted syntheses of new enantiopure amino sugar derivatives from 3,6-dihydro-2H-1,2-oxazines
Pulz, Robert,Al-Harrasi, Ahmed,Reissig, Hans-Ulrich
, p. 817 - 819 (2007/10/03)
The acid promoted rearrangement of syn-1 with HCl led to bicyclic acetal 2 from which enantiopure furan derivative 4 was obtained by hydrogenolysis. The same sequence was applied to anti-1 leading to bicyclus 3 and diastereomeric tetrahydrofuran 5. Treatm
