A novel approach to the Geissman-Waiss lactone and a key intermediate in the synthesis of pyrrolidine trans-lactones

作者：Du JX; Huang HY; Huang PQ^*

来源：Tetrahedron: Asymmetry , 2004, 15(21): 3461-3466.

DOI：10.1016/j.tetasy.2004.09.020

Based on the highly regio- and diastereoselective reductive-ethoxycarbonylmethylation of protected (S)-malimide 4, a new approach to the Geissman-Waiss lactone 1 and a key intermediate 3 for the synthesis of pyrrolidine trans-lactones (e.g., 2) is described. The synthesis features a one-step and a two-step chemoselective reduction of an amide carbonyl in the presence of an ester group as the key steps.

• 出版日期2004-11-1
• 单位厦门大学