T. Darbre et al., A NEW MODEL FOR THE COENZYME B-12 CATALYZED METHYLMALONYL-SUCCINYL REARRANGEMENT INCORPORATING PERIPHERAL A-T BASE-PAIRING, Chemical communications, (13), 1996, pp. 1561-1562
A novel B-12 derivative 4 containing a peripheral thymine group is alk
ylated under reductive conditions with 2-bromo- methyl-2-methylmonothi
omalonate 8 bearing the complementary adenine; photolysis in chlorofor
m-acetonitrile gives the rearranged succinate 12 and dimethylmalonate
13 (2:1), whereas in MeOH-H2O only the dimethylmalonate 13 is formed.