Highly Enantioselective Rhodium(I)-Catalyzed Alder-ene-type Cycloisomerization of 1,7-Enynes

The transition-metal-catalyzed asymmetric cycloisomerization of 1,7-enynes is regarded as a formidable challenge due to the poor ability of 1,7-enynes to serve as bidentate ligands to metal. In this Letter, a highly enantioselective rhodium­(I)-catalyzed Alder-ene-type cycloisomerization of 1,7-enyn...

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Bibliographic Details
Published in:Organic letters 2022-01, Vol.24 (3), p.869-874
Main Authors: Zeng, Jingwen, Fang, Wei, Lin, Bijin, Chen, Gen-Qiang, Zhang, Xumu
Format: Article
Language:English
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Summary:The transition-metal-catalyzed asymmetric cycloisomerization of 1,7-enynes is regarded as a formidable challenge due to the poor ability of 1,7-enynes to serve as bidentate ligands to metal. In this Letter, a highly enantioselective rhodium­(I)-catalyzed Alder-ene-type cycloisomerization of 1,7-enynes is disclosed, offering an efficient method for the synthesis of a wide range of fused six-membered cyclic compounds. Furthermore, a high turnover frequency experiment and deuterium-labeling experiment were performed to give insight into this transformation.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c04171