208401-63-2Relevant academic research and scientific papers
A divergent synthesis of (+)-muscarine and (+)-epi-muscarine from D-glucose
Popsavin, Velimir,Beri, Ostoja,Popsavin, Mirjana,Radi, Ljubica,Csanádi, János,Cirin-Novta, Vera
, p. 5929 - 5940 (2007/10/03)
A novel stereospecific synthesis of (+)-muscarine and (+)-epi-muscarine has been achieved by utilizing D-glucose as a chiral precursor. The key steps of the synthesis involved stereospecific cyclization of 3,5-di-O-sulfonyl-D-glucofuranose derivatives into the corresponding 2,5-anhydrides, and stereospecific hydrogenation of 2,5-anhydro-L-threo-hex-2-enose ethylene acetal derivatives, thus providing an access to divergent intermediates for the preparation of both target molecules in a fully stereospecific manner. (C) 2000 Elsevier Science Ltd.
