Enantioselective Intramolecular C−H Insertion of Donor and Donor/Donor Carbenes by a Nondiazo Approach

The first enantioselective intramolecular C−H insertion and cyclopropanation reactions of donor‐ and donor/donor‐carbenes by a nondiazo approach are reported. The reactions were conducted in a one‐pot manner without slow addition and provided the desired dihydroindole, dihydrobenzofuran, tetrahydrof...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2016-07, Vol.55 (29), p.8452-8456
Main Authors: Zhu, Dong, Ma, Jun, Luo, Kui, Fu, Hongguang, Zhang, Li, Zhu, Shifa
Format: Article
Language:English
Subjects:
asymmetric catalysis
Atom economy
Carbenes
Enantiomers
heterocycles
Insertion
rhodium
Tetrahydrofuran
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Summary:The first enantioselective intramolecular C−H insertion and cyclopropanation reactions of donor‐ and donor/donor‐carbenes by a nondiazo approach are reported. The reactions were conducted in a one‐pot manner without slow addition and provided the desired dihydroindole, dihydrobenzofuran, tetrahydrofuran, and tetrahydropyrrole derivatives with up to 99 % ee and 100 % atom efficiency. Generous donor: Enantioselective intramolecular C−H insertion and cyclopropanation reactions of donor and donor/donor carbenes by a nondiazo approach are reported. The reactions were conducted in a one‐pot manner without slow addition and provided the desired dihydroindole, dihydrobenzofuran, tetrahydrofuran, and tetrahydropyrrole derivatives with up to 99 % ee.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201604211