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

DOI: 10.1016/j.tetasy.2004.09.020

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

Journal article published in 2004 by Jing-Xing Du, 黄培强, Hui-Ying Huang, Pei-Qiang Huang ORCID
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

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. (C) 2004 Elsevier Ltd. All rights reserved.