The telomerizaton of several acrylamides, most containing chiral auxiliary groups, was investigated. The first-formed stereogenic center in the n= 2 telomer (the penultimate center) has a significant effect on the configuration of the second (ultimate) center in the product. The penultimate chiral center of oxazolidine-derived acrylamides directs the configuration of the ultimate center such that the erythro n= 2 product is preferred. Sultam-substituted ...
[Porter, Ned A.; Rosenstein, Ian J.; Breyer, Robert A.; Bruhnke, John D.; Wu, Wen-Xue; McPhail, Andrew T. Journal of the American Chemical Society, 1992 , vol. 114, # 20 p. 7664 - 7676]