141100-16-5Relevant articles and documents
Reactivity of Neopentyl-Like Compounds in the Synthesis of Branched Polyethers
Dale, Johannes,Fredriksen, Siw B.
, p. 278 - 282 (2007/10/02)
Two singly branched symmetrical hexaethers have been synthesized, starting from 2-bromomethyl-2-methyl-1,3-dibromopropane, in a surprisingly efficient one-pot nucleophilic substitution reaction.It is proposed that the expected adverse neopentyl effect is compensated by favourable neighbouring-group participation involving a 'bromonium'-like four-membered-ring transition state.The corresponding trichloride also reacted cleanly, although much more slowly, while the tritosylate gave an oxetane derivative.
