Unusual pathway of the tantalum-catalyzed carboalumination reaction of alkenes with triethylaluminum

RM Sultanov, EV Samoilova, AR Tulyabaev…

Index: Sultanov, Rifkat M.; Samoilova, Elena V.; Popod'Ko, Natal'Ya R.; Tulyabaev, Artur R.; Sabirov, Denis Sh.; Dzhemilev, Usein M. Tetrahedron Letters, 2013 , vol. 54, # 48 p. 6619 - 6623

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Citation Number: 2

Abstract

Abstract Carboalumination of 1-alkenes (1-hexene, 1-octene, 1-decene) with Et 3 Al in the presence of catalytic amounts of TaCl 5 results in a mixture of 2-(R-substituted)-and 3-(R- substituted)-n-butylaluminums (1: 1 ratio) in total yields of 75–85%. The TaCl 5-catalyzed reaction of bicyclo [2.2. 1] hept-2-ene, endo-tricyclo [5.2. 1.0 2, 6] deca-3, 8-diene, and (exo/endo)-5-methylbicyclo [2.1. 1] hept-2-ene with Et 3 Al leads to the formation of diethyl ...