Stereocontrolled Synthesis of Fluorinated Isochromans via Iodine(I)/Iodine(III) Catalysis,Angewandte Chemie International Edition

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Stereocontrolled Synthesis of Fluorinated Isochromans via Iodine(I)/Iodine(III) Catalysis
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2022-05-10 , DOI: 10.1002/anie.202205277
Joel Häfliger ₁ , Olga O Sokolova ₁ , Madina Lenz ₁ , Constantin G Daniliuc ₁ , Ryan Gilmour ₁

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A chiral I^I/I^III catalysis platform is reported to facilitate the fluorocyclization of 2-vinyl benzaldehydes thereby generating novel fluorinated isochromans in a single operation (up to >95 : 05 d.r. and 97 : 03 e.r.). Not only does the benzylic fluoride shield an oxidatively labile position, X-ray analyses demonstrate that the [CH₂-CHF] fragment functions as a stereoelectronic mimic of the O-CH(OR) acetal motif.

中文翻译：

碘(I)/碘(III)催化立体控制合成氟化异色满

据报道，手性 I/I ^III催化平台可促进 2-乙烯基苯甲醛的氟环化，从而在一次操作中生成新型氟化异色满（高达 >95: 05 dr . 和 97: 03 er .）。氟化苄不仅屏蔽了氧化不稳定的位置，X射线分析还表明[CH ₂ -CHF]片段起到了O -CH(OR)乙缩醛基序的立体电子模拟物的作用。

更新日期：2022-05-10

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