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Catalytic enantioselective hydrophosphinylation of in situ-generated indole-derived vinylogous imines to access 3-(1-diphenylphosphoryl-arylmethyl)indoles.
- Source :
-
Chemical Communications . 11/7/2022, Vol. 58 Issue 86, p12062-12065. 4p. - Publication Year :
- 2022
-
Abstract
- An efficient organocatalyzed enantioselective hydrophosphinylation of indole-derived vinylogous imines generated in situ from sulfonyl indoles has been developed. Using quinine-derived bifunctional thiourea as the catalyst, a wide range of structurally diverse chiral 3-(1-diphenylphosphoryl-arylmethyl)indoles were obtained with good to excellent results (up to 99% yield and 99% ee). This method represents the first example of the catalytic asymmetric Michael addition of phosphine oxides to vinylogous imine intermediates. [ABSTRACT FROM AUTHOR]
- Subjects :
- *INDOLE compounds
*IMINES
*PHOSPHINE oxides
*THIOUREA
Subjects
Details
- Language :
- English
- ISSN :
- 13597345
- Volume :
- 58
- Issue :
- 86
- Database :
- Academic Search Index
- Journal :
- Chemical Communications
- Publication Type :
- Academic Journal
- Accession number :
- 159900443
- Full Text :
- https://doi.org/10.1039/d2cc04763b