Reactions potentially related to coenzyme B12 dependent rearrangements: observations on the radical [1,2]-acyl and -thiol ester migrations
- 1 January 1986
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 6,p. 1139-1143
- https://doi.org/10.1039/p19860001139
Abstract
Reaction of 2-iodomethyl-2-methyl-3-oxo estars with tributyltin radicals, generated, photochemically, from hexabutylditin or tributyltin hydride in cyclohexane, or benzene–acetonitrile, resulted in a [1,2]-acyl migration in 10–63% yields dependent on the source of tin radical and substrate used. Radical migration was confirmed by the use of tributyltin deuteride. Thiol ester group migration was not observed. A new, highly efficient method for thiol ester synthesis is described.This publication has 2 references indexed in Scilit:
- A nonenzymic model for the coenzyme B12-dependent isomerization of methylmalonyl-SCoA to suiccinyl-SCoATetrahedron, 1984
- Cobaloximes. Part 2. A modified Schrauzer synthesis for base-sensitive cobaloximesJournal of the Chemical Society, Perkin Transactions 1, 1982