Tetrahedron

Synthesis and reactivity of 5-methylenehydantoins

JM Fraile, G Lafuente, JA Mayoral, A Pallarés

Index: Fraile, Jose M.; Lafuente, Gustavo; Mayoral, Jose A.; Pallares, Antonio Tetrahedron, 2011 , vol. 67, # 45 p. 8639 - 8647

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Citation Number: 10

Abstract

5-Methylenehydantoin, as well as the N-mono-and N, N-di-protected derivatives, can be obtained by different synthetic routes. These compounds can undergo a large variety of reactions, such as Diels–Alder, epoxidation, methanol addition and conjugate addition reactions of different types of nucleophiles, including carbon (cyanide), nitrogen (piperidine) and sulfur (thiols, thioacetate) nucleophiles. The reactivity with electrophilic reagents, such ...