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

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A novel approach to the Geissman-Waiss lactone and a key intermediate in the synthesis of pyrrolidine trans-lactones.htm (413bytes)
Date
2004-10
Author
Jing-Xing Du
Hui-Ying Huang
Pei-Qiang Huang
黄培强
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  • 化学化工-已发表论文 [14235]
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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.
Citation
TETRAHEDRON-ASYMMETRY,2004,15(21):3461-3466
URI
http://dx.doi.org/doi:10.1016/j.tetasy.2004.09.020
https://dspace.xmu.edu.cn/handle/2288/11369

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