Journal
ORGANIC LETTERS
Volume 14, Issue 18, Pages 4714-4717Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol301781u
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Funding
- National Institute of Health [R01GM065515]
- Welch Foundation [F-1151]
- NSF [CHE-1212971]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1212971] Funding Source: National Science Foundation
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A reversible covalent bond exchange of thiols, beta-sulfido-alpha,beta-unsaturated carbonyls, and dithianes has been studied in DMSO and D2P/DMSO mixtures. The equilibrium between thiols and beta-sulfido-alpha,beta-unsaturated carbonyls is obtained within a few hours, while the equilibration starting with the beta-dithiane carbonyls and thiols requires a few days. This time scale makes the system ideal for utilization in dynamic combinatorial chemistry.
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