216871-58-8Relevant academic research and scientific papers
Synthetic applications of Ramberg-Backlund derived exo-glycals
Alcaraz, Marie-Lyne,Griffin, Frank K.,Paterson, Duncan E.,Taylor, Richard J. K.
, p. 8183 - 8186 (1998)
Synthetic applications of the title glycals, prepared from S-glycoside dioxides using the Meyers' variant of the Ramberg-Backlund rearrangement are described. These include a formal total synthesis of a novel β-glycosidase inhibitor, and an efficient route to spirocyclic glucose derivatives. In addition, silyl methodology has been developed which allows unprotected exo- glycals to be synthesised.
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.
