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Copper(I)-Catalyzed Asymmetric Nucleophilic Addition to Aldehydes with Skipped Enynes
Organic Letters ( IF 4.9 ) Pub Date : 2024-11-18 , DOI: 10.1021/acs.orglett.4c03449
Cheng Peng, Tianle Wu, Xueyan Yang, Mengyao Pei, Siyuan Wang, Motomu Kanai, Yohei Shimizu, Xiaofeng Wei

The development of sustainable and novel strategies for constructing complex chiral molecules with versatile transformation potential is a long-term pursuit in the chemistry community. We report a copper(I)-catalyzed enyne addition to aldehydes under proton-transfer conditions, unlike previous examples which were limited to the use of preformed reactive nucleophiles containing allylic heteroatoms or electron-withdrawing groups. This protocol provides an efficient platform for installing chiral allylic alcohol moieties with a broad substrate scope and high regio-, stereo-, and enantioselectivity.

中文翻译:


铜 (I) 催化的不对称亲核加成到醛中,带有跳跃的烯炔



开发可持续和新颖的策略来构建具有多种转化潜力的复杂手性分子是化学界的长期追求。我们报道了在质子转移条件下铜 (I) 催化的烯炔加成醛,这与以前的例子不同,这些例子仅限于使用含有烯丙基杂原子或吸电子基团的预制反应性亲核试剂。该方案为安装具有广泛底物范围和高区域、立体和对映选择性的手性烯丙基醇部分提供了一个有效的平台。
更新日期:2024-11-18
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