Вид документа : Статья из журнала Шифр издания : 54/R 30 Автор(ы) : Shchepin V. V., Silaichev P. S., Russkikh N.Yu., Vahrin M.I., Kodess M. I. Заглавие : Reaction of N-substituted 2-oxochromen-3-carboxamides with bromoderivatives of zinc enolates prepared from alkyl 2,2-dialkyl-4,4-dibromo-3-oxoalkanoates and zinc [Electronic resource] Место публикации : Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii). - 2006. - Vol. 42, № 8. - С. 1157-1163 Систем. требования: http://www.springerlink.com/content/h7t4g2801hv891r0/fulltext.pdf Примечания : 1.11.2011 г. ББК : 54 Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: Zinc enolates obtained from ethyl 2,2-dialkyl-4,4-dibromo-3-oxobutanoates and zinc react with N-substituted 2-oxochromen-3-carboxamides forming ethyl 3-(1a-(R3-carbamoyl)-2-oxo-1a,7b-dihydrocyclopropa[c]chromen-1-yl)-2,2-dialkyl-3-oxopropanoate isomer with a Z-position of methine hydrogens. Zinc enolates prepared from alkyl 2,2-dialkyl-4,4-dibromo-3-oxopentanoates and-hexanoates and zinc react with N-substituted 2-oxochromen-3-carboxamides to give rise to esters of 3-(1-alkyl-1a-(R3-carbamoyl)-2-oxo-1a,7b-dihydrocyclopropa-[c]chromen-1-yl)-2,2-dialkyl-3-oxopropanoic acid as isomers with the E-position of the methine proton and the alkyl substituent. The reaction carried out in the presence of small quantities of THF and HMPA leads to the formation of 9c-alkyl-2-R3-9b,9c-dihydro-5-oxa-2-azacyclopenta[2,3]-cyclopropa[1,2-a]naphthalene-1,3,4-triones. Zinc enolates from alkyl 2,2-dialkyl-4,4-dibromo-3-oxopentanoates and-hexanoates and zinc with the secondary amides of 2-oxochromen-3-carboxylic acid form alkyl 3-(2-oxo-1a-(piperidinocarbonyl)-and 3-(6-R1-1a-(morpholinocarbonyl)-2-oxo-1a,7b-dihydrocyclopropa[c]chromen-1-yl)-2,2-R2,R2-3-oxopropanoates as single geometrical isomers Держатели документа: Центральная научная библиотека УрО РАН Доп.точки доступа: Shchepin, V. V.; Silaichev, P. S.; Russkikh, N.Yu.; Vahrin, M.I.; Kodess, M. I.; Кодесс Михаил Исаакович |