Tetrahedron

A new protocol for the synthesis of N (1)-unsubstituted 2-substituted 2-imidazolines

RCF Jones, P Dimopoulos

Index: Jones, Raymond C. F.; Dimopoulos, Paschalis Tetrahedron, 2000 , vol. 56, # 14 p. 2061 - 2074

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Citation Number: 24

Abstract

Lateral metallation at C-2 (α) of 1-tert-butoxycarbonyl-2-methyl-2-imidazoline followed by reaction with a range of C-electrophiles and deprotection with TFA reliably affords N (1)- unsubstituted 2-substituted 2-imidazolines; P-or Se-electrophiles lead to 2-alkenyl-2- imidazolines via Wadsworth–Emmons or selenoxide elimination protocols.