Acyclic nucleosides via allylic amination of 2-methylidenetrimethylene carbonate with N-heteroaromatics

A highly efficient Pd-catalyzed allylic amination reaction using N-heteroaromatics to react with 2-methylidenetrimethylene carbonate was achieved (24 examples, up to 95 % yield, up to >20:1 N9/N7 selectivities). The presented strategy offers an efficient and convenient approach to construct acycl...

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Bibliographic Details
Published in:Tetrahedron 2024-05, Vol.158, p.133991, Article 133991
Main Authors: Huang, Ke-Xin, Chen, Zhao-Yang, Lai, Feng-Yi, Yu, Ya-Xuan, Zhang, Meng-Cheng
Format: Article
Language:English
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Summary:A highly efficient Pd-catalyzed allylic amination reaction using N-heteroaromatics to react with 2-methylidenetrimethylene carbonate was achieved (24 examples, up to 95 % yield, up to >20:1 N9/N7 selectivities). The presented strategy offers an efficient and convenient approach to construct acyclic nucleosides with a double bond in side chain. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2024.133991