Tang, Lei, Lin, Zechao, Wang, Qiwei, Wang, Xiaobei, Cun, Linfeng, Yuan, Weicheng, Zhu, Jin, and Deng, Jingen
Abstract: As an efficient catalyst for asymmetric transfer hydrogenation reaction (ATH reaction) of α,β-unsaturated ketones, Rh-Cp∗–TsDPEN (Cp∗ =1,2,3,4,5-pentamethylcyclopenta-1,3-diene, TsDPEN= N-(p-toluenesulfonyl)-1,2-diphenyl- ethylenediamine) shows high chemoselectivity on Ce:glyph name="dbnd" />C reduction. In our method, both Ce:glyph name="dbnd" />C bonds in a variety of chromenone derivatives were reduced efficiently in aqueous media, resulting in at least 98% ee and up to 99% yields in a convenient way without further purification. The product was a useful intermediate for deriving chiral chroman-4-amine, which was reported as an effective agent against hypotension and inflammatory pain by inhibiting human bradykinin B1 receptor. [Copyright &y& Elsevier]