18229-83-9Relevant academic research and scientific papers
A case of anti carbolithiation of alkynes resulting from intramolecular lithium coordination
Fressigne, Catherine,Girard, Anne-Lise,Durandetti, Muriel,Maddaluno, Jacques
experimental part, p. 5159 - 5167 (2009/05/27)
The mechanism of the intramolecular carbolithiation of lithiated propargylic ether 2 has been investigated both experimentally and theoretically. The results show that the action of one equivalent of n-butyllithium on 1 is sufficient to trigger halogen-li
Neighbouring-group influence on the ring opening of 2-aryloxymethyl-1,1,2-tribromocyclopropanes under phase-transfer conditions
Bakstad, Einar,Olsen, Are S.,Sandberg, Marcel,Sydnes, Leiv K.
, p. 465 - 472 (2007/10/03)
When a number of 2-aryloxymethyl-1,1,2-tribromocyclopropanes were treated with sodium hydroxide and ethanol under phase-transfer conditions, ring opening occurred to give mixtures of acetylenic diethyl acetals and ketals in better than 80% total isolated yield. The acetylenic diethyl ketals predominated significantly and were, in some cases, almost the exclusive product. It is argued that this ketal selectivity is in part caused by hydrogen bonding between ethanol and the aryloxy group.
