19550-57-3Relevant articles and documents
Synthesis of Novel Pterocarpen Analogues via [3?+?2] Coupling-Elimination Cascade of α,α-Dicyanoolefins with Quinone Monoimines
Chen, Hui,Zhao, Sihan,Cheng, Shaobing,Dai, Xingjie,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei
, p. 1672 - 1683 (2019/04/08)
By employing triethylamine as a catalyst, [3?+?2] coupling-elimination cascade of α,α-dicyanoolefins with quinone monoimines was realized. The reactions afforded various novel pterocarpen analogues with generally moderate yields (up to 75%). In addition, a plausible reaction mechanism was proposed.
Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid
Zhang, Minmin,Yu, Shuowen,Hu, Fangzhi,Liao, Yijun,Liao, Lihua,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei
, p. 8757 - 8760 (2016/07/15)
Enantioselective [3+2] coupling of cyclic enamides with quinone monoimines was realised using a chiral phosphoric acid as a catalyst. This transformation allowed for the synthesis of highly enantioenriched polycyclic 2,3-dihydrobenzofurans (up to 99.9% ee). The absolute configuration of one product was determined by an X-ray crystal structural analysis. We also found a possible mechanism for this reaction.
Synthesis of (±)-7,8- and 5,6-dimethyl-2-(2-hydroxyisopropyl) tetralins
Kadam,Desai,Mane
, p. 752 - 756 (2007/10/03)
7,8-Dimethyl-l-tetralone 4 on sodium borohydride reduction followed by Vilsmeier-Haack reaction furnishes 7, 8-dimethyl-3,4-dihydro-2-naphthaldehyde 10. Reduction of 10 followed by oxidation with Jones reagent yields 7, 8-dimethyl-1,2,3,4-tetrahydro-2-naphthoic acid 12 which on treatment with excess of methyllithium affords 7, 8-dimethyl-2-(2-hydroxyisopropyl) tetralin 2. 5,6-dimethyl-l-tetralone 5 is converted into the 5,6-dimethyl-2-(2-hydroxyisopropyl)tetralin 3 by following similar set of reactions as described above.