DIASTEREOFACIAL SELECTIVITY OF RADICAL CYCLIZATION USING CHIRAL ALPHA,BETA-UNSATURATED ESTER AND AMIDE - INVESTIGATION OF A NEW CHIRAL SYNTHON SYNTHESIS
A. Katsumata et al., DIASTEREOFACIAL SELECTIVITY OF RADICAL CYCLIZATION USING CHIRAL ALPHA,BETA-UNSATURATED ESTER AND AMIDE - INVESTIGATION OF A NEW CHIRAL SYNTHON SYNTHESIS, Heterocycles, 46, 1997, pp. 605-616
The chiral alpha,beta-unsaturated ester (3a) gave cyclic acetal (4aA)
in a highly diastereoselective manner (>98% de) by radical cyclization
, which was carried out in the presence of MAD. Furthermore, 4aA was c
onverted into chiral lactone (9), possessing the stereogenic center wi
th three differentiated C-2 units.