145439-79-8Relevant articles and documents
Penultimate group effects in free radical telomerizations of acrylamides
Porter, Ned A.,Carter, Randall L.,Mero, Christopher L.,Roepel, Michael G.,Curran, Dennis P.
, p. 4181 - 4198 (1996)
The telomerization 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 acrylamides preferentially lead, on the other hand, to threo products or give products with little stereoselectivity.