X=Y-ZH systems as potential 1,3-dipoles. Part 53: Sequential nucleophilic ring opening-1,3-dipolar cycloaddition reactions of Z-oxime anions with aziridines and dipolarophiles

DÖNDAŞ, HACI; Cummins, JE; Grigg, R; Thornton-Pett, M

X=Y-ZH systems as potential 1,3-dipoles. Part 53: Sequential nucleophilic ring opening-1,3-dipolar cycloaddition reactions of Z-oxime anions with aziridines and dipolarophiles

DÖNDAŞ H. A., Cummins J., Grigg R., Thornton-Pett M.

TETRAHEDRON, cilt.57, sa.37, ss.7951-7964, 2001 (SCI-Expanded, Scopus)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 57 Sayı: 37
Basım Tarihi: 2001
Dergi Adı: TETRAHEDRON
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.7951-7964
Çukurova Üniversitesi Adresli: Hayır

Özet

Nucleophilic ring opening of aziridines involving attack of the nitrogen atom of Z-oxime anions generates nitrones which are then trapped in 1,3-dipolar cycloaddition reactions with N-methylmaleimide to afford 1: 1 mixture of endo- and exo-cycloadducts. (C) 2001 Elsevier Science Ltd. All rights reserved.