Studies on the reactions of α,β-enones with allyl indium reagent; effects of TMSCl as promoter on regioselectivity
2001; Elsevier BV; Volume: 42; Issue: 1 Linguagem: Inglês
10.1016/s0040-4039(00)01872-4
ISSN1873-3581
AutoresPhil Ho Lee, Hyosoon Ahn, Kooyeon Lee, Sun‐young Sung, Sunggak Kim,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoRegioselectivity on the reactions of α,β-enones with allyl indium reagents in the presence of TMSCl was systematically studied. 2-Cyclohexen-1-one, (R)-carvone, 2-cyclohepten-1-one and chalcone produced 1,4-addition products in good yields, whereas 2-cyclopenten-1-one, 2-methylcyclopenten-1-one, 4,4-dimethylcyclohexen-1-one and acyclic α,β-enones afforded 1,2-addition products.
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