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Rhodium‐Catalyzed Chemodivergent Regio‐ and Enantioselective Allylic Alkylation of Indoles
Author(s) -
Sun Minghe,
Liu Min,
Li Changkun
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202004613
Subject(s) - enantioselective synthesis , tsuji–trost reaction , chemoselectivity , rhodium , alkylation , electrophile , allylic rearrangement , chemistry , catalysis , indole test , ligand (biochemistry) , stereochemistry , medicinal chemistry , organic chemistry , receptor , biochemistry
The control of C3/N1 chemoselectivity in indole alkylation with the same electrophiles is still challenging. An Rh/bisoxazolinephosphane‐catalyzed chemodivergent regio‐ and enantioselective allylic alkylation of indoles was developed. Chiral C3‐ and N1‐allylindoles can be selectively obtained with high branched/linear ratio and up to 99 % ee by changing the counteranion of Rh, the allylic carbonate, the reaction temperature, and the ligand.