Organocatalytic Double Ugi Reaction with Statistical Amplification of Product Enantiopurity: A Linker Cleavage Approach To Access Highly Enantiopure Ugi Products
Here we report an organocatalytic double Ugi reaction combining the enantioselective process and ee enhancement in a single operation to afford the chiral Ugi products with very high ee values. Both bisisocyanides and bisanilines tethered by carbonate and diester, respectively, were designed to accomplish this double multicomponent reaction that formed 10 new chemical bonds (4 C−N, 2 C−C, 2 C−O, and 2 N−H bonds). The strategy was further applied for the fast construction of an enantiomerically enriched macrocycle.
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Feng, Q.-Y., Zhu, J., Wang, M.-X., & Tong, S. (2020). Organocatalytic Double Ugi Reaction with Statistical Amplification of Product Enantiopurity: A Linker Cleavage Approach To Access Highly Enantiopure Ugi Products. Organic Letters, 22(2), 483–487. https://doi.org/10.1021/acs.orglett.9b04239
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2020
22
2
483
487
REVIEWED
EPFL