Abstract
A diphenyl prolinol TMS ether-catalyzed stereoselective reaction of 1-bromo-2-naphthols with enals has been developed. The organocatalyzed cross coupling-like reaction servers an efficient approach to sterically congested (E)-α-naphthyl enals. The formal C(sp2)-C(sp2) cross-coupling products are obtained in good yields and with excellent stereoselectivities in favor of E-isomers. A broad range of aromatic enals and 1-bromo-2-naphthols are tolerated. The synthetic strategy significantly expands the scope of the organocatalytic cross-coupling-like reactions by enabling sterically demanding 1-bromo-2-naphthols as viable substrates.
Original language | English (US) |
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Pages (from-to) | 377-380 |
Number of pages | 4 |
Journal | Green Synthesis and Catalysis |
Volume | 2 |
Issue number | 4 |
DOIs | |
State | Published - Nov 2021 |
Keywords
- Aminocatalysis
- Cascade reaction
- Cross coupling
- Enal
- Naphthol
ASJC Scopus subject areas
- Biotechnology
- Catalysis