CYCLOPENTYLAMINE, 1-PHENYL

CYCLOOCTENE, 1-NITRO-, 50, 84 CYCLOPENTANECARBOXALDEHYDE, 1-PHENYL-, 51, 24 Cyclopentane-1,3-dione, 52, 4 Cyclopentanones, 54, 32 CYCLOPENTYLAMINE, 1-PHENYL-,... 

From halides. Halides are easily converted into selenides. Since halides are also suitable radical precursors, this transformation is usually done when side reactions of halides with nucleophiles can occur. An example of this type is reported in Eq. (1). The bromide 5 was converted into a phenyl selenide, which could stand DIBALH reduction and imine formation. Tin mediated cyclization of 6 afforded the cyclopentylamine 7 in 72% yield [5]. 

Methyl[ H2]borane, prepared in the same way as MDBT2 except using methylcate-cholborane, was tested in a hydroamination reaction with 1-phenylcyclopentene. Cleavage of the B-C bond of the resultant alkyl borane with H2NOSO3H afforded trons-2-phenyl[2- H]cyclopentylamine in 20-40% yield. ... 

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