ASYMMETRIC-SYNTHESIS OF CYCLOPENTYLAMINE DERIVATIVES, INTERMEDIATES FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - CARBOCYCLIZATION OF 2-AMINO-5-HEXENYL RADICALS
J. Marcocontelles et M. Bernabe, ASYMMETRIC-SYNTHESIS OF CYCLOPENTYLAMINE DERIVATIVES, INTERMEDIATES FOR CARBOCYCLIC NUCLEOSIDE SYNTHESIS - CARBOCYCLIZATION OF 2-AMINO-5-HEXENYL RADICALS, Tetrahedron letters, 35(34), 1994, pp. 6361-6364
The carbocyclization of 2-amino-5-hexenyl radicals leading to aminocyc
lopentane derivatives is described for the first time. The tributyltin
hydride + AIBN mediated free radical cyclization of the chiral recurs
ors 17-19 and 24 gives compounds 25, 27 and 28, respectively, in good
yield.