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

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

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 wit...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-02, Vol.56 (14), p.2155-2158
Hauptverfasser: Ruan, Sai, Zhong, Xia, Chen, Quangang, Feng, Xiaoming, Liu, Xiaohua
Format: Artikel
Sprache:eng
Schlagworte:
Aromatic compounds
Asymmetry
Butanol
Catalysis
Crystallography
Michael reaction
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Zusammenfassung: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc09521g