Unprecedented 1, 3-dipolar cycloaddition of azomethine ylides to ester carbonyl

MS Novikov, IV Voznyi, AF Khlebnikov, J Kopf…

Index: Novikov, Mikhail S.; Voznyi, Igor V.; Khlebnikov, Alexander F.; Kopf, Juergen; Kostikov, Rafael R. Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 14 p. 1628 - 1630

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Abstract

Cascade carbene–ylide reaction sequences which allow three and more new bonds to be formed in one synthetic operation are useful tools for preparing nitrogen-containing heterocycles. Among them the carbene (or metallo carbenoid) formation–ylide formation–1,3-dipolar cycloaddition methodology is one of the most effective and synthetically versatile. 1 The range of multiple bonds that display dipolarophilic activity toward azomethine ylides in intermolecular reactions ...