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Iridium‐Catalyzed C(sp3)−H Addition of Methyl Ethers across Intramolecular Carbon–Carbon Double Bonds Giving 2,3‐Dihydrobenzofurans.
- Source :
- Advanced Synthesis & Catalysis; 10/8/2019, Vol. 361 Issue 19, p4448-4453, 6p
- Publication Year :
- 2019
-
Abstract
- Intramolecular addition of an O‐methyl C(sp3)−H bond across a carbon‐carbon double bond occurs in the iridium‐catalyzed reaction of methyl 2‐(propen‐2‐yl)phenyl ethers. The Ir/(S)‐DTBM‐SEGPHOS catalyst promotes the reaction efficiently in toluene at 110–135 °C to afford 3,3‐dimethyl‐2,3‐dihydrobenzofurans. Enantioselective C(sp3)−H addition is achieved in the reaction of methyl 2‐(1‐siloxyethenyl)phenyl ethers, affording enantioenriched 3‐hydroxy‐2,3‐dihydrobenzofuran derivatives with up to 96% ee. [ABSTRACT FROM AUTHOR]
- Subjects :
- CARBON-carbon bonds
DOUBLE bonds
METHYL ether
PHENYL ethers
ASYMMETRIC synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 16154150
- Volume :
- 361
- Issue :
- 19
- Database :
- Complementary Index
- Journal :
- Advanced Synthesis & Catalysis
- Publication Type :
- Academic Journal
- Accession number :
- 138991448
- Full Text :
- https://doi.org/10.1002/adsc.201900749