Tetrahedron letters

Synthesis of 2, 3-diaminodihydropyrroles via thioimidate cyclopropane rearrangement

SD Kuduk, C Ng, RK Chang, MG Bock

Index: Kuduk, Scott D.; Ng, Christina; Chang, Ronald K.; Bock, Mark G. Tetrahedron Letters, 2003 , vol. 44, # 7 p. 1437 - 1440

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Citation Number: 11

Abstract

The synthesis of novel 2, 3-diaminodihydropyrroles is reported. The key step is a thiomethylimidate cyclopropane rearrangement to afford a pyrrolothiomethylimidate intermediate. Reaction of this intermediate with amines produced the title compounds in good yields. The scope and mechanism of the reaction is discussed.