100281-15-0Relevant academic research and scientific papers
Addition of Chloroprene Grignards to Aromatic Aldehydes: Synthesis of Homoallenyl Alcohols
Geissler, Arne G. A.,Breit, Bernhard
supporting information, p. 2621 - 2625 (2021/04/12)
A general procedure for the one-pot synthesis of racemic homoallenyl alcohols from the corresponding aldehyde and chloroprene-derived Grignards is described. Employing bis[2-dimethylaminoethyl]ether (BDMAEE) as an additive at low temperatures shifts the selectivity of the chloroprene Grignard addition to aldehydes such that it is almost exclusive toward allene formation. In a set of follow-up experiments, simple and more elaborate methods for further derivatization have been demonstrated, allowing quick access to more complex structures.
Gold(I)-catalysed synthesis of cyclic sulfamidates: Current scope, stereochemistry and competing ene-allene cycloisomerisation
Higginbotham, Mari C.M.,Kennedy, Lorna,Lindsay, Anita G.,Troester, Andreas,Bebbington, Magnus W.P.
, p. 327 - 337 (2015/03/03)
Six-membered cyclic sulfamidates are prepared in high yields by treatment of allenic sulfamates with readily available Ph3PAuNTf2. The reaction enables formation of N-substituted quaternary centres in high yields. The relative stereo
First regio- and enantioselective chromium-catalyzed homoallenylation of aldehydes
Coeffard, Vincent,Aylward, Miriam,Guiry, Patrick J.
supporting information; experimental part, p. 9152 - 9155 (2010/03/03)
Game, set, and match: The first regio- and enantioselective version of the title reaction is described. The chiral catalyst prepared in situ from CrCl 3 and a non-C2-symmetric bis(oxazoline) ligand 1 affords the valuable chiral ss-al
Synthesis of Hexahydroindenones through a Diels-Alder Cycloaddition and Nazarov Cyclization Sequence of Triene Alcohols
Wada, Eiji,Fujiwara, Isamu,Kanemasa, Shuji,Tsuge, Otohiko
, p. 325 - 334 (2007/10/02)
The Diels-Alder cycloaddition of 4-methylene-1,5-hexadien-3-ols with olefinic dienophiles such as dimethyl maleate, fumarate, and N-methylmaleimide produces 1-(1-cyclohexenyl)-2-propen-1-ols.These diene alcohols are oxidized with activated manganese(IV) o
A Convenient Route to 2-Lithio-1,3-butadiene from Chloroprene via 2-Stannyl-1,3-butadiene
Wada, Eiji,Kanemasa, Shuji,Fujiwara, Isamu,Tsuge, Otohiko
, p. 1942 - 1945 (2007/10/02)
A convenient route to 2-lithio-1,3-butadiene from chloroprene via a 2-stannyl-1,3-butadiene is presented, and the regioselective additions to a variety of carbonyl groups are demonstrated.
