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Catalytic Asymmetric Nucleophilic Addition of 3-Vinyl Indoles to Imines.
- Source :
-
Organic letters [Org Lett] 2016 Aug 05; Vol. 18 (15), pp. 3874-7. Date of Electronic Publication: 2016 Jul 20. - Publication Year :
- 2016
-
Abstract
- The 3-vinyl indole is used as a nucleophile to react with aromatic and aliphatic imines. Chiral 3-substituted indoles bearing multiple functional groups are produced with up to 99% yield, a 98:2 E/Z ratio, and 97% ee. A possible mechanism is proposed to explain the observed stereoselectivities. This strategy provides an efficient way for the preparation of novel chiral 3-substituted indoles.
Details
- Language :
- English
- ISSN :
- 1523-7052
- Volume :
- 18
- Issue :
- 15
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 27435050
- Full Text :
- https://doi.org/10.1021/acs.orglett.6b01880