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Palladium-Catalyzed Asymmetric Tandem [3+2] Cycloaddition/Allylation Reaction of Methylene-Trimethylenemethane: Access to Chiral Tricyclic Dinitrogen-Fused Heterocycles

Author:
Mao, Biming, Xu, Yi, Chen, Yuehua, Dong, Jipan, Zhang, Junya, Gu, Kejia, Zheng, Bing, Guo, Hongchao
Source:
Organic letters 2019 v.21 no.12 pp. 4424-4427
ISSN:
1523-7052
Subject:
alcohols, allylation, catalytic activity, chemical structure, cycloaddition reactions, enantioselectivity, hydroxylation, palladium
Abstract:
A palladium-catalyzed asymmetric tandem [3+2] cycloaddition/allylation of methylene-trimethylenemethane is presented, providing the functionalized chiral hexahydropyrazolo[5,1-a]isoquinoline derivatives in high yields with good to excellent enantioselectivities and moderate to good E:Z ratios. In the one-pot sequential tandem reactions/hydroxylation, (E)-allylic alcohol products were obtained in good yields with excellent enantioselectivities.
Agid:
6478144