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Chiral Vicinal Diamines for Asymmetric Synthesis

Aldrich ChemFiles 2007, 7.9, 7.

Aldrich ChemFiles 2007, 7.9, 7.

Chiral vicinal diamines are of tremendous interest to the synthetic chemist as they are found in many chiral catalysts and pharmaceuticals. Currently, there is no unified approach to making these chiral vicinal diamines, and they are often challenging to synthesize, especially if unsymmetrically substituted. Jik Chin and co-workers have recently reported some preliminary theoretical and experimental studies for converting a parent diamine (1) into other chiral vicinal diamines.1 These diamines can be used as ligands for chiral catalysts, or they can be further elaborated to produce chiral heterocyclic rings and b-lactams via ring closure.




(S,S)-1 (685879)



(R,R)-1 (685860)


Other Chiral Vicinal Diamines


(685186)



(684058)



(684031)



(684023)



(684147)



(684139)



(684120)


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Materials

     

References

  1. (a) Chin, J. et al. J. Am. Chem. Soc. 2003, 125, 15276. (b) Kim, H.-J. et al. J. Am. Chem. Soc. 2005, 127, 16370. (c) Kim, H.-J. et al. J. Am. Chem. Soc. 2005, 127, 16776.

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