Synlett

A convenient method for the preparation of N-substituted 1-acetonylaminocyclopropanes from acetoacetic ester ethylene acetal

MV Raiman, NA Il'ina, OG Kulinkovich

Index: Raiman, Marina V.; Il'ina, Natalia A.; Kulinkovich, Oleg G. Synlett, 1999 , # 7 p. 1053 - 1054

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Citation Number: 10

Abstract

Abstract: Reaction of 1-acetonyl-1-tosyloxycyclopropane with primary or secondary amines affords the corresponding 1-acetonyl-1-aminocyclopropanes in quantitative yields. The starting tosylate was prepared from acetoacetic ester ethylene acetal in three steps through its cyclopropanation with ethylmagnesium bromide in the presence of 0.2 equivalent of titanium (IV) isopropoxide, followed by deprotection of the carbonyl group and tosylation. ...