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Catalytic asymmetric 1,4-type Friedel–Crafts (hetero)arylations of 1-azadienes: the highly enantioselective syntheses of chiral hetero-triarylmethanes
- Source :
- Organic Chemistry Frontiers. 7:609-616
- Publication Year :
- 2020
- Publisher :
- Royal Society of Chemistry (RSC), 2020.
-
Abstract
- Direct enantioselective Michael-type Friedel–Crafts arylations and heteroarylations of s-cis 1-azadienes were achieved by applying chiral bifunctional tertiary amine-urea catalysts when using 2-naphthols as the nucleophiles, and phosphoric acid catalysts when using indoles as the nucleophiles. These two catalytic protocols efficiently enabled access to a diverse variety of important benzofuran-containing hetero-triarylmethanes in up to 98% yield and with 99.5 : 0.5 er.
Details
- ISSN :
- 20524129
- Volume :
- 7
- Database :
- OpenAIRE
- Journal :
- Organic Chemistry Frontiers
- Accession number :
- edsair.doi...........e22a2cce42a7e5638cdc25335f9cf233