Chin Group – Professor Product Portal
Professor Jik Chin
The Chin Group is interested in computational and experimental approaches to understanding stereoselective recognition and catalysis. Their studies in weak forces (H-bonding, electronic and steric effects) has led to a highly efficient method for making limitless varieties of chiral vicinal diamines from the 'mother diamine' that are useful for developing stereoselective organocatalysts or transition metal-based catalysts as well as for developing drugs. The 'mother diamine' is also useful for making binol, monophos and binap analogs.
The Chin Group is also interested in using reversible covalent bonds for stereoselective recognition and L to D conversion of natural and non-natural amino acids.
Chin Group Website
Recent papers from the Chin Group
1.
So SM, Mui L, Kim H, Chin J. 2012. Understanding the Interplay of Weak Forces in [3,3]-Sigmatropic Rearrangement for Stereospecific Synthesis of Diamines. Acc. Chem. Res.. 45(8):1345-1355. https://doi.org/10.1021/ar2002842
2.
Kwon SH, Lee SM, Byun SM, Chin J, Kim BM. 2012. Short Synthesis of Enantiopure trans-3-Arylpiperazine-2-carboxylic Acid Derivatives via Diaza-Cope Rearrangement. Org. Lett.. 14(14):3664-3667. https://doi.org/10.1021/ol301506b
3.
Kim H, Chin J. 2009. Stereospecific Synthesis of alpha-substituted syn-alpha,beta-diamino acids by the diaza-Cope rearrangement. Org. Lett.. 11(22):5258-5260. https://doi.org/10.1021/ol9021904
4.
Kim H, Staikova M, Lough AJ, Chin J. 2009. Stereospecific Synthesis of Alkyl-Substituted Vicinal Diamines from the Mother Diamine: Overcoming the "Intrinsic Barrier" to the Diaza-Cope Rearrangement Reaction. Org. Lett.. 11(1):157-160. https://doi.org/10.1021/ol802496r
5.
Kim H, Nguyen Y, Yen CP, Chagal L, Lough AJ, Kim BM, Chin J. 2008. Stereospecific Synthesis ofC2Symmetric Diamines from the Mother Diamine by Resonance-Assisted Hydrogen-Bond Directed Diaza-Cope Rearrangement. J. Am. Chem. Soc.. 130(36):12184-12191. https://doi.org/10.1021/ja803951u
6.
Kim H, Nguyen Y, Lough A, Chin J. 2008. Stereospecific Diaza-Cope Rearrangement Driven by Steric Strain. Angew. Chem. Int. Ed.. 47(45):8678-8681. https://doi.org/10.1002/anie.200801974
Products available from the Chin Laboratory:
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DISCIPLINES
- Organic Synthetic Chemistry
- Catalysis
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