Aminocatalytic stereoselective synthesis of (E)-α-naphthyl enals via cross-coupling-like reaction of 1-bromo-2-naphthols with enals
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 obt...
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| Main Authors: | , , , , |
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| Format: | article |
| Language: | EN |
| Published: |
KeAi Communications Co. Ltd.
2021
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| Subjects: | |
| Online Access: | https://doaj.org/article/204a794a4c7b4bd6bbb18ac65981c9a0 |
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| Summary: | 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. |
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