Radical-mediated cyclization of norephedrine derived alpha-iodoamides 1 was found to be highly stereoselective (greater-than-or-equal-to 97:3) favouring diastereoisomer 2. Transition state modelling with a force field developed ad hoc, nicely predicts the stereochemical results.
STEREOSELECTIVE RADICAL-MEDIATED CYCLIZATION OF NOREPHEDRINE DERIVED ALPHA-IODOAMIDES - EXPERIMENTS AND TS-MODELING / C.M.A. GENNARI, G. POLI, C. SCOLASTICO, M. VASSALLO. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 2:8(1991), pp. 793-796. [10.1016/S0957-4166(00)80462-0]
STEREOSELECTIVE RADICAL-MEDIATED CYCLIZATION OF NOREPHEDRINE DERIVED ALPHA-IODOAMIDES - EXPERIMENTS AND TS-MODELING
C.M.A. GENNARIPrimo
;C. SCOLASTICOPenultimo
;
1991
Abstract
Radical-mediated cyclization of norephedrine derived alpha-iodoamides 1 was found to be highly stereoselective (greater-than-or-equal-to 97:3) favouring diastereoisomer 2. Transition state modelling with a force field developed ad hoc, nicely predicts the stereochemical results.
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