155397-68-5Relevant academic research and scientific papers
Regioselective Allylation of Ketenes Promoted by SmI2
Miyoshi, Norikazu,Takeuchi, Seiji,Ohgo, Yoshiaki
, p. 445 - 451 (1994)
Ketenes react with various allylic halides mediated by 2 equiv. samarium(II) diiodide (SmI2) to the ketenes to afford allylated ketones in good yields.In the reaction with γ-substituted allylic halides, the regioselectivity is influenced by the olefinic geometry of allylic halides.By using γ-substituted (E)-allylic halides, the allylation proceeds on the less hindered site (α-position) of allylic groups predominantly and the tendency was enhanced by the addition of HMPA.
Synthesis of β,γ- and α,β-Unsaturated Ketones Using Allyltitanium Reagents
Reetz, Manfred T.,Wenderoth, Bernd,Urz, Ralf
, p. 348 - 353 (2007/10/02)
Carboxylic acid imidazolides (N-acylimidazoles) (4, 7a-c, 12) react with allyltitanium tris(amides) (3b, c, 10) to form β,γ-unsaturated ketones (5, 8a-c, 11a-d, 13) without carbinol formation or isomerization of the olefinic double bond.Controlled isomerization to α,β-isomers having E-configuration is possible under mild conditions using Al2O3.
