- Abstract:
-
An asymmetric method for the synthesis of quaternary-substituted indolenines via a 5-endo-dig cyclization of an α-cyanocarbanion onto an isonitrile has been developed. This transformation relies on Brønsted acid activation of the isonitrile functional group under asymmetric phase transfer conditions in the presence of a Brønsted base. Good to excellent levels of enantioselectivity were obtained (85:15 to 96:4 e.r., 18 examples) using a bespoke bifunctional catalyst. Enantioenriched indolenine...
Expand abstract - Publication status:
- Published
- Publisher copy:
- 10.1039/c3sc50592h
-
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- Journal:
- CHEMICAL SCIENCE
- Volume:
- 4
- Issue:
- 7
- Pages:
- 2907-2911
- Publication date:
- 2013
- DOI:
- EISSN:
-
2041-6539
- ISSN:
-
2041-6520
- URN:
-
uuid:6277be2d-f0a3-4f38-acda-b3ef7d1d218d
- Source identifiers:
-
405821
- Local pid:
- pubs:405821
- Language:
- English
- Copyright date:
- 2013
Journal article
Cation-directed enantioselective synthesis of quaternary-substituted indolenines
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