Chemoselective intramolecular alkylation of the blaise reaction intermediates: tandem one-pot synthesis of exo-cyclic enaminoesters and their applications toward the …
JH Kim, H Shin, S Lee
Index: Kim, Ju Hyun; Shin, Hyunik; Lee, Sang-Gi Journal of Organic Chemistry, 2012 , vol. 77, # 3 p. 1560 - 1565
Full Text: HTML
Citation Number: 21
Abstract
The intramolecular alkylative reactivity and N/C selectivity of the various Blaise reaction intermediates, which are formed from the reaction of the Reformatsky reagents with ω- chloroalkyl nitriles, did not reach the synthetic potential as an entry to exo-cyclic enaminoesters. To circumvent this issue, various additives were investigated, among which the addition of NaHMDS dramatically enhanced the reactivity and N/C selectivity. This ...
Related Articles:
[Haddad, Mansour; Celerier, Jean Pierre; Haviari, Gjergj; Lhommet, Gerard; Dhimane, Hamid; at al. Heterocycles, 1990 , vol. 31, # 7 p. 1251 - 1260]
[Haddad, Mansour; Celerier, Jean Pierre; Haviari, Gjergj; Lhommet, Gerard; Dhimane, Hamid; at al. Heterocycles, 1990 , vol. 31, # 7 p. 1251 - 1260]