Cover Picture: Synthesis of 3‐Aryl‐1‐trifluoromethyltetrahydroisoquinolines by Brønsted Acid‐Catalyzed C(sp3)H Bond Functionalization (Adv. Synth. Catal. 5/2015)

Publisher： John Wiley & Sons Inc

ISSN： 1615-4150

Source： ADVANCED SYNTHESIS & CATALYSIS, Vol.357, Iss.5, 2015-03, pp. : 845-845

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Abstract

The front cover picture, provided by Takahiko Akiyama and co‐workers, illustrates a concise route to 3‐aryl‐1‐trifluoromethyltetrahydroisoquinolines by benzylic [1,5‐hydride shift mediated CH bond functionalization. The [1,5]‐hydride shift of the benzylic C(sp3)H bond to trifluoromethyl ketimine occurred smoothly to produce the target skeleton in good to excellent chemical yields. Whereas N‐4‐methoxyphenyl ketimines gave the cis‐isomer predominantly, use of NH ketimines changed the diastereoselectivity to furnish the trans‐isomer stereoselectively. Details can be found in the communication on pages 901–906 (K. Mori, N. Umehara, T. Akiyama, Adv. Synth. Catal. 2015, 357, 901–906; DOI: 10.1002/adsc.201400775).

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