1093394-06-9Relevant academic research and scientific papers
Diastereoselective Trifluoromethylation of Chiral α,β-Unsaturated N-tert-Butanesulfinyl Ketimines with Ruppert-Prakash Reagent: Asymmetric Synthesis of α-Tertiary Trifluoromethyl Allylic Amines
Liu, Peng,Lei, Zhong-Liang,Peng, Ying-Ying,Liu, Zhen-Jiang,Zhu, Feng-Qun,Liu, Jin-Tao,Wu, Fanhong
, p. 3418 - 3423 (2018)
The diastereoselective trifluoromethylation of chiral α,β-unsaturated N-tert-butanesulfinyl ketimines with Ruppert-Prakash reagent (TMSCF3) has been attained, which provided a convenient and straightforward method for the asymmetric synthesis of structurally diverse α-tertiary trifluoromethyl allylic amines in high yields and with excellent diastereoselectivities (dr up to > 99:1). The stereochemical outcome of the present diastereoselective trifluoromethylation of the α,β-unsaturated N-tert-butanesulfinyl ketimines suggested that a cyclic six-membered transition state is involved in the reaction, which is remarkably different from that of the trifluoromethylation of N-tert-butanesulfinyl aldimines. (Figure presented.).
