Penultimate group effects in free radical telomerizations of acrylamides

Autor:	Randall Lee Carter, Dennis P. Curran, Ned A. Porter, Christopher L. Mero, Michael G. Roepel
Rok vydání:	1996
Předmět:	Chiral auxiliary chemistry.chemical_compound chemistry Group (periodic table) Stereochemistry Organic Chemistry Drug Discovery Diastereomer Center (algebra and category theory) Stereoselectivity Biochemistry Stereocenter
Zdroj:	Tetrahedron. 52:4181-4198
ISSN:	0040-4020
DOI:	10.1016/0040-4020(96)00077-4
Popis:	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 acrylamides preferentially lead, on the other hand, to threo products or give products with little stereoselectivity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3f0c96b01a9eaffdc918cedb8c94ee1c https://doi.org/10.1016/0040-4020(96)00077-4 Zobrazit plný text záznamu Full Text from ScienceDirect