79970-48-2Relevant articles and documents
General Stereospecific Synthesis of Trisubstituted Alkenes via Stepwise Hydroboration
Brown, Herbert C.,Basavaiah, D.
, p. 5407 - 5409 (1982)
Iodination of alkenylalkylbromoboranes, obtained via the hydroboration of internal alkynes with alkylbromoboranes, in the presence of sodium methoxide in methanol, results in the formation of trisubstituted alkenes of established stereochemistry, thus providing a general synthesis of trisubstituted alkenes with unambiguous stereochemistry.
Organic synthesis with sulphones no. XXXIV. Uncatalysed addition versus nickel catalysed coupling reaction of vinylic sulfones with Grignard reagents. A stereoselective synthesis of olefins and dienes
Fabre, Jean-Luc,Julia, Marc,Verpeaux, Jean-Noel
, p. 762 - 771 (2007/10/02)
Grignard reagents undergo Michael addition to vinylic sulfones.With a β-β-disubstituted vinylic sulfone an unexpected dimer is obtained.Under nickel catalysis methyl, aryl and alkenyl Grignard reagents displace the sulfonyl group of the readily available α,β-unsaturated sulfones.Methyl, resp. phenyl substituted olefins or conjugated dienes are formed.Under appropriate conditions the reaction proceeds with complete retention of configuration.
A Stereospecific Synthesis of Trisubstituted Alkenes via Hydridation of Dialkylhaloboranes Followed by Hydroboration-Iodination of Internal Alkynes
Brown, Herbert C.,Basavaiah, D.,Kulkarni, Surendra U.
, p. 171 - 173 (2007/10/02)
Dialkylvinylboranes, prepared conveniently via the hydridation of dialkylhaloboranes in the presence of an internal alkyne, react with iodine under basic conditions to produce trisubstituted alkenes of established stereochemistry, providing a general synthesis of trisubstituted alkenes with unambiguous stereochemistry.
