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Factors in molecular structure to activate nitro compounds for organic transformations
Journal article   Peer reviewed

Factors in molecular structure to activate nitro compounds for organic transformations

Den-Nan Horng, Keh-Loong Chen and Jih Ru Hwu
Tetrahedron, Vol.56(12), pp.1631-1636
17/03/2000

Abstract

Fragmentation reaction Lewis acids Nitro compounds
Activation of nitro compounds was accomplished by introduction of angle strain, γ,δ-unsaturation, or a γ-silyl group. Results from a systematic study indicate that coexistence of two or more of these factors in aliphatic nitro compounds allowed transformations to take place under ambient conditions upon catalysis with AlCl 3 , TiCl 4 , BF 3 · OEt 2 , or SnCl 4 . Consequently, structurally modified nitro starting materials led to products in the class of nitroalkyl cyclopentadiene, cyclohydroxamic ester, and chlorohydroxamic acid. (C) 2000 Elsevier Science Ltd.

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