Journal
ORGANIC LETTERS
Volume 22, Issue 11, Pages 4547-4552Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01594
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Funding
- National Natural Science Foundation of China [21901072]
- China Postdoctoral Science Foundation [2019T120310]
- Research Center of Analysis and Test of East China University of Science and Technology
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A catalytic asymmetric decarboxylative [3 + 2] annulation via indolyl copper-allenylidene amphiphilic intermediates has been developed. This protocol offers a straightforward method for the synthesis of biologically important pyrrolo[1,2-a]indoles bearing contiguous quaternary and tertiary stereogenic centers with excellent diastereo- and enantioselectivities (up to >20:1 dr and >99% ee). In addition, the diversity-oriented synthesis of pyrrolo[1,2-a]indoles was achieved via versatile transformations of the alkyne-containing cycloadducts.
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