22817-12-5Relevant academic research and scientific papers
Opening of diaryl epoxides: Ortho-fluorophenyl and 2-pyridyl epoxides
Solladie-Cavallo, Arlette,Lupattelli, Paolo,Marsol, Claire,Isarno, Thomas,Bonini, Carlo,Caruso, Leonilde,Maiorella, Angelica
, p. 1439 - 1444 (2002)
Opening of epoxides with LiAlH4, MgBr2·2OEt2 (solution in Et2O), MgBr2·OEt2 (suspension in Et2O), and NaBr/Amberlyst-15 has been studied. While 2-pyridyl epoxide 1 opens with complete regioselectivity, ortho-fluorophenyl epoxide 2 does not, but affords mixtures. Moreover, while the anti isomer (100-80%) is in all cases the major product with epoxide 1, epoxide 2 affords the anti isomer as major product with MgBr2 and the syn isomer as major product with NaBr/Amberlyst-15. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
