53045-66-2Relevant articles and documents
Regioselective SN2 opening of vinylic epoxides with trialkylzincates and trialkylaluminates
Equey, Olivier,Vrancken, Emmanuel,Alexakis, Alexandre
, p. 2151 - 2159 (2007/10/03)
The use of trialkylorganozincates and tetraalkylaluminates allows regioselective SN2 nucleophilic opening of vinylic epoxides. The reaction occurs with an anti-substitution pattern and can be applied to a wide range of substrates. We also show that the solvent and the structure of the epoxide have an influence on the substitution products' ratio. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Regioselective SN2 opening of α,β-ethylenic epoxides by RLi-BF3 combination
Alexakis, Alexandre,Vrancken, Emmanuel,Mangeney, Pierre,Chemla, Fabrice
, p. 3352 - 3353 (2007/10/03)
Organolithium reagents effect a regioselective SN2 nucleophilic cleavage of α,β-ethylenic epoxides only when BF3·Et2O is added. The reaction works with a variety of RLi reagents and with cyclic as well as acyclic epoxides. The Royal Society of Chemistry 2000.
NICKEL(II)-CATALYZED ALKYLATION OF 2-METHYL-1,3-DIOXEP-4-ENE BY GRIGNARD REAGENTS: AN EFFICIENT AND SELECTIVE ROUTE TO ALLYLIC ALCOHOLS
Menicagli, Rita,Malanga, Corrado,Finato, Barbara,Lardicci, Luciano
, p. 69 - 70 (2007/10/02)
Allylic alcohols are formed, in good yields, through the regiocontrolled Cl2Nidppe-catalyzed alkylation of 2-methyl-1,3-dioxep-4-ene by Grignard reagents .Highly pure Z alcohols arise when secondary and tertiary aliphatic Grignards are used.