441044-67-3Relevant academic research and scientific papers
A Ramberg-Baecklund approach to the synthesis of C-glycosides, C-linked disaccharides, and C-glycosyl amino acids
Paterson, Duncan E.,Griffin, Frank K.,Alcaraz, Marie-Lyne,Taylor, Richard J. K.
, p. 1323 - 1336 (2007/10/03)
Synthetic applications of exo-glycals, derived from S-glycoside dioxides using the Meyers variant of the Ramberg-Baecklund rearrangement, are described. These include a formal synthesis of a β-glycosidase inhibitor 12 and an efficient route to spirocyclic glucose derivatives 17 and 18. The synthesis of C-linked disaccharides 24, 31, and 38 and the C-glycosyl amino acid 49 using the Ramberg-Baecklund rearrangement is also reported. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
exo-Glycal approaches to C-linked glycosyl amino acid synthesis
Campbell, Andrew D.,Paterson, Duncan E.,Raynham, Tony M.,Taylor, Richard J.K.
, p. 1599 - 1600 (2007/10/03)
Two novel routes to C-linked glycosyl amino acids are described; the first involves elaboration of an exo-glycal and subsequent Ramberg-Backlund rearrangement of a sulfone intermediate to give, after functional group manipulation, a protected C-glycosyl serine, while the second uses hydroboration-Suzuki coupling of the same exo-glycal to produce ultimately the corresponding C-glycosyl asparagine analogue.
