The Journal of Organic Chemistry

Synthesis of spiroimidazolidin-2-ones via intramolecular N-carbamoyliminium ion cyclization reactions

ZK Liao, H Kohn

文献索引：Liao, Zeng-Kun; Kohn, Harold Journal of Organic Chemistry, 1985 , vol. 50, # 11 p. 1884 - 1888

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被引用次数: 9

摘要

The use of N-carbamoyliminium ion initiated reactions for the generation of spiroimidazolidin- 2-ones has been successfully exploited. Treatment of hydantoins with saturated alkyllithium and alkylmagnesium reagents gave the corresponding 4-hydroxyimidazolidin-2-one adducts. In the case of carbon-5 unsubstituted and carbon-5 monosubstituted hydantoins, dehydration of the intermediate 4-hydroxy derivatives occurred during workup to yield ...