Partial benzoylation of l-rhamnono and d-mannono-1,4-lactone

Partial benzoylation of L-rhamnono-1,4-lactone (1) gave 2,5-di-O-benzoyl-L-rhamnono- 1,4-lac tone (2) as the main product. In similar conditions, D-mannono-1,4-lactone (3) gave preferentially 2,5,6-tri-O-benzoyl-D-mannono-l, 4-lactone (4). 2,3,5,6-Tetra-O-benzoyl-(5) and 3,6-di-O-benzoyl-D-mannono-l...

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Autores principales: Cirelli, A.F., Sznaidman, M., Jeroncic, L., De Lederkremer, R.M.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_07328303_v2_n2_p167_Cirelli
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Sumario:Partial benzoylation of L-rhamnono-1,4-lactone (1) gave 2,5-di-O-benzoyl-L-rhamnono- 1,4-lac tone (2) as the main product. In similar conditions, D-mannono-1,4-lactone (3) gave preferentially 2,5,6-tri-O-benzoyl-D-mannono-l, 4-lactone (4). 2,3,5,6-Tetra-O-benzoyl-(5) and 3,6-di-O-benzoyl-D-mannono-l, 4-lactone (6) were isolated in low yield from the reaction mixture. The structures of the partially benzoylated compounds 2, 4 and 6 were assigned on the basis of spectroscopic data. © 1983, Taylor & Francis Group, LLC. All rights reserved.