172223-20-0Relevant articles and documents
Reaction of methyl 4,5-epoxy-(2E)-pentenoate with arylcopper reagents
Nagumo,Irie,Akita
, p. 675 - 680 (2007/10/03)
The reaction of methyl 4,5-epoxy-(2E)-pentenoate (1) with various arylcopper reagents was studied. Basically, all arylcopper reagents react with 1 in SN2 fashion. However, addition of BF3 causes reversal of the regioselectivity, which can be ra
The Reaction of Methyl (E)-4,5-Epoxypent-2-enoate with Acylcopper: the Unique Role of Boron Trifluoride in determining Regioselectivity
Nagumo, Shinji,Irie, Shigeyuki,Akita, Hiroyuki
, p. 2001 - 2002 (2007/10/02)
Excess BF3 causes regioselectivity reversion in the reaction of methyl 4,5-epoxypent-2-enoate 1 with Ph2CuLi; this is rationalised by a two step conversion via methyl 4-bromo-5-hydroxypent-2-enoate 5.