SummaryThe cis- and trans-stereoselective radical additions to α-methylene-γ-alkyl- γ-lactams were investigated and the scope and limitation of the reaction were also revealed. This stereoselective radical reaction was used for synthesis of chiral pyroglutamic acid derivatives starting from a commercially available chiral amino acid.
Pyrrole derivatives R 0120Highly cis-and trans-Selective Alkyl Radical Addition to α-Methylene-γ-phenyl-γ-butyrolactams. -cis-or trans-Products can be prepared as main components simply by changing the N-protection and the reaction conditions. -(YAJIMA, T.; HAMANO, M.; NAGANO*, H.; Tetrahedron Lett. 50 (2009) 12, 1301-1302; Dep. Chem., Fac. Sci., Ochanomizu Univ., Bunkyo, Tokyo 112, Japan; Eng.) -Mais 26-114
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