SASSON, ISAAC M.;OTTER, BRIAN A., J. HETEROCYCL. CHEM., 24,(1987) N 5, 1439-1444
作者:SASSON, ISAAC M.、OTTER, BRIAN A.
DOI:——
日期:——
The synthesis of 6,6′-cyclo-6′-deoxyhexofuranosyluracils<i>via</i>a diazomethane-promoted ring-enlargement reaction
作者:Isaac M. Sasson、Brian A. Otter
DOI:10.1002/jhet.5570240543
日期:1987.9
13 reacts with diazomethane to afford mostly the spiro-epoxide 18 (79%), but it also undergoes ring-expansion to give the corresponding 5′-oxo-6,6′-cyclonucleoside 16. Under the conditions of the reaction, ketone 16 reacts further with diazomethane to give the enol ether 20 (12% overall), the isomeric 4-methoxy nucleoside 15 (2%), and the spiro-epoxide 19 (4.4%). Acid hydrolysis of the enol ether 20