Tetrahedron

1, 3-Dipolar cycloadditions of ethoxycarbonyl-nitrile benzylimine, EtOOC C N+− N− CH 2 C 6 H 5, and synthesis of β-amino acids. Synthesis and reactions of ethyl 2- …

…, HR El-Seedi, HM Jensen, HB Nielsen, I Thomsen…

Index: Bach, Karen K.; El-Seedi, Hesham R.; Jensen, Henrik M.; Nielsen, Helene B.; Thomsen, Ib; Torssell, B. G. Tetrahedron, 1994 , vol. 50, # 25 p. 7543 - 7556

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Citation Number: 29

Abstract

The principles of 1, 2-cyano-hydroxylation of olefins were applied to the preparation of 1, 2- cyano-amines. The dipole component of this cycloaddition was nitrile imines, which formed pyrazolines with olefins. Ring cleavage was accomplished by thermolysis of 3- carboxypyrazolines, which gave 1, 2-cyano-amines and subsequent hydrolysis gave β- amino acids. The syntheses of the title reagents were described. Ethyl 2-chloro-2-ethoxy- ...