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An asymmetric hydrocyanation/Michael reaction of α-diazoacetates via Cu(i)/chiral guanidine catalysis

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Abstract

An asymmetric one-pot hydrocyanation/Michael reaction of α-aryl diazoacetates with trimethylsilyl cyanide, tert-butanol, and N-phenylmaleimides has been realized. Using a chiral guanidinium salt/CuBr catalyst, a series of cyanide-containing pyrrolidine-2,5-diones could be obtained in good yields with excellent diastereo- and enantioselectivities.

Graphical abstract: An asymmetric hydrocyanation/Michael reaction of α-diazoacetates via Cu(i)/chiral guanidine catalysis

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Article information


Submitted
07 Dec 2019
Accepted
14 Jan 2020
First published
15 Jan 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

An asymmetric hydrocyanation/Michael reaction of α-diazoacetates via Cu(I)/chiral guanidine catalysis

S. Ruan, X. Zhong, Q. Chen, X. Feng and X. Liu, Chem. Commun., 2020, Advance Article , DOI: 10.1039/C9CC09521G

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