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Diastereo- and Enantioselective Intramolecular 1,6-C–H Insertion Reaction of Diaryldiazomethanes Catalyzed by Chiral Dirhodium(II) Carboxylates
Heterocycles ( IF 0.8 ) Pub Date : 2021-02-17 , DOI: 10.3987/com-20-s(k)61
Masahiro Anada , Shunichi Hashimoto , Motoki Ito , Yuji Kondo , Ryosuke Namie , Yoshihiro Natori , Koji Takeda , Hisanori Nambu , Yasunori Yamamoto

A highly diastereo- and enantioselective intramolecular 1,6-C–H insertion reaction of diaryldiazomethanes possessing an ether group has been achieved with the use of dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate] as a catalyst, providing exclusively 3-substituted cis-3,4-dihydro-4-phenyl-1H-isochromans in up to 99% ee with no evidence of tandem ylide formation–rearrangement.

中文翻译:

手性二羧酸二吡啶酯催化二芳基重氮甲烷的非对映和对映选择性分子内1,6-C–H插入反应

通过使用四(N-二甲酰基- S )-亮氨酸酯)(II)铑(II),已实现了具有醚基的二芳基重氮甲烷的非对映选择性和对映选择性分子内1,6-CH插入反应,提供高达99%ee的3取代的顺式-3,4-二氢-4-苯基-1 H-异色聚糖,没有串联叶立德形成或重排的迹象。
更新日期:2021-03-27
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