Cyclopropane ring formation by an SmI 2 mediated cyclisation of δ-halo-α, β-unsaturated esters
…, C Afonso, M Bonin, G Doisneau, MG Guillerez…
Index: David, Herve; Afonso, Carlos; Bonin, Martine; Doisneau, Gilles; Guillerez, Marie-George; Guibe, Francois Tetrahedron Letters, 1999 , vol. 40, # 49 p. 8557 - 8561
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Citation Number: 23
Abstract
The reduction of radical 5 to the organosamarium(II) species 7 is very likely to be too slow a process to kinetically compete with the very fast (see Ref. 8) radical ring closing process leading from 5 to 6. Competition between (slower) radical cyclisation of primary radicals onto unsubstituted terminal double bond according to the 5-exo-trig mode and their trapping by SmI 2 in THF has been studied by Curran and co-worker (Hasegawa, E.; Curran, DP Tetrahedron ...