Phosphine-catalysed transformations of ortho- and para-quinone methides

被引:11
作者
Maestro, Aitor [1 ,2 ]
Zurro, Mercedes [3 ]
机构
[1] Univ Basque Country, Ctr Invest & Estudios Avanzados Lucio Lascaray, Dept Quim Organ 1, Fac Farm,UPV EHU, Paseo Univ 7, Vitoria 01006, Spain
[2] Karl Franzens Univ Graz, Inst Chem, NAWI Graz, Heinrichstr 28, A-8010 Graz, Austria
[3] Univ Alcala, Dept Quim Organ & Quim Inorgan, IRYCIS, Alcala De Henares 28805, Madrid, Spain
关键词
ASYMMETRIC 1,6-CONJUGATE ADDITION; RAUHUT-CURRIER REACTION; ENANTIOSELECTIVE SYNTHESIS; ACID; DIHYDROCOUMARINS; CONSTRUCTION; NAPHTHOLS; ADDITION/AROMATIZATION; CYCLOADDITIONS; 1,6-ADDITION;
D O I
10.1039/d3ob01276j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Organocatalytic methodologies for the derivatization of o-QM, p-QM and the analogous aza-QM have been recently developed and involve different catalytic systems such as phosphoric acids, thioureas, squaramides, NHC carbenes or chiral ammonium salts. Besides, phosphines, commonly used as ligands in metal-catalysed reactions, can be also used as organocatalysts. In this case, they are mainly involved as nucleophilic catalysts in reactions such as the Rauhut-Currier (RC) reaction. In this review, an analysis of the recent developments in racemic and enantioselective phosphine-catalysed transformations of o-QM, p-QM and aza-o-QM has been carried out.
引用
收藏
页码:8244 / 8258
页数:15
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