The Co(I) Induced Methylmalonyl‐Succinyl Rearrangement in a Model for the Coenzyme B₁₂ Dependent Methylmalonyl‐CoA Mutase.

Abstract

Rearrangements O 0140The Co(I) Induced Methylmalonyl-Succinyl Rearrangement in a Model for the Coenzyme B 12 Dependent Methylmalonyl-CoA Mutase. -Brominated and iodinated (not shown) thioesters undergo methylmalonyl rearrangement in the presence of equimolar amounts of Cob(I)ester, generated in situ by NaBH4 or electrochemical reduction of Cob(II)ester perchlorate (COB). Alkylation of the complex is not observed and the reaction is specific for thioesters. With enantiopure thioesters racemized rearrangement products are obtained. -(SUN, F.; DARBRE*, T.; Org. Biomol. Chem. 1 (2003) 18, 3154-3159; Inst. Chem. Biochem., Univ. Bern, CH-3012 Bern, Switz.; Eng.) -Nuesgen 02-040