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The bis-enolate derived from 1,3-di-isobutyryl-trans-4,5-tetramethylene- imidazolidin-2-one 8 is unstable and deacylates to afford dianion 11 which can be regioselectively alkylated to afford unsymmetric cyclic urea 17 in good yield. Subsequent deacylation of 17 and methylation on nitrogen affords unsymmetric 1-benzyl-3-methyltrans-4,5-tetramethyleneimidazolidin-2-one 19 in good yield.

Original publication

DOI

10.1016/S0040-4039(99)01484-7

Type

Journal article

Journal

Tetrahedron Letters

Publication Date

24/09/1999

Volume

40

Pages

7143 - 7146