Samarium-Catalyzed Asymmetric Synthesis of Aminocyclopropanes

Samarium-Catalyzed Asymmetric Synthesis of Aminocyclopropanes
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DOI:
10.1055/s-0036-1589879
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发表时间:
2017-02
期刊:
Synfacts
影响因子:
--
通讯作者:
Hisashi Yamamoto;H. Tsuji
Hisashi Yamamoto;H. Tsuji
中科院分区:
其他
文献类型:
--
作者:
Hisashi Yamamoto;H. Tsuji

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意义:手性氨基环丙烷是天然产物和药物中发现的重要结构基序。作者提出了一种利用钐催化的环丙烯分子间不对称氢胺化反应合成手性氨基环丙烷的有效方法。点评:手性半夹心稀土配合物催化环丙烯与胺的氢胺化反应,以较高的产率和良好的立体选择性得到相应的手性氨基环丙烷。作者提出了方案中所示的催化循环。Sm催化剂(5mol%)
Significance: Chiral aminocyclopropanes are important structural motifs found in natural products and pharmaceuticals. The authors developed an efficient method for the synthesis of chiral aminocyclopropanes by a samarium-catalyzed intermolecular asymmetric hydroamination of cyclopropenes. Comment: A chiral half-sandwich samarium complex catalyzed the hydroamination of cyclopropenes with amines to afford the corresponding chiral aminocyclopropanes in high yields and with excellent stereoselectivities. The authors propose the catalytic cycle shown in the scheme. Sm catalyst (5 mol%)