Dynamic thiol exchange with β-sulfido-α,β-unsaturated carbonyl compounds and dithianes.

ABSTRACT: A reversible covalent bond exchange of thiols, β-sulfido-α,β-unsaturated carbonyls, and dithianes has been studied in DMSO and D(2)O/DMSO mixtures. The equilibrium between thiols and β-sulfido-α,β-unsaturated carbonyls is obtained within a few hours, while the equilibration starting with the β-dithiane carbonyls and thiols requires a few days. This time scale makes the system ideal for utilization in dynamic combinatorial chemistry.

SUBMITTER: Joshi G 

PROVIDER: S-EPMC3472802 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature