In:
Angewandte Chemie, Wiley, Vol. 130, No. 51 ( 2018-12-17), p. 17094-17098
Abstract:
We report the development of a chiral guanidine‐based copper(I) catalyst for the asymmetric azide‐alkyne cycloaddition/[2+2] cascade reaction. Optically active spiroazetidinimine oxindoles were constructed by trapping the ketenimine species under mild reaction conditions. High level of enantioinduction and excellent isolated yields were achieved in the three‐component reaction of various isatin‐derived ketimines, sulfonyl azides, and terminal alkynes. Control experiments and X‐ray crystallography were used to probe into the interaction of chiral guanidinium salt with copper salt.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v130.51
DOI:
10.1002/ange.201810679
Language:
English
Publisher:
Wiley
Publication Date:
2018
detail.hit.zdb_id:
506609-8
detail.hit.zdb_id:
1479266-7