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Elsevier, Tetrahedron: Asymmetry, 17(20), p. 2021-2026

DOI: 10.1016/j.tetasy.2009.08.018

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A versatile approach to cis-5-substituted 4-hydroxy-2-pyrrolidinones: asymmetric synthesis of angiogenesis inhibitor streptopyrrolidine

Journal article published in 2009 by Shao-Hua Xiang, 黄培强, Hong-Qiu Yuan, 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

A concise, flexible, and highly diastereoselective approach to cis-5-alkyl-4-hydroxy-2-pyrrolidinones 1 is described. The key step is an ammonium acetate-assisted catalytic hydrogenation of the enamides 9, derived in two steps from malimides 6a,b as we have described previously. The method was applied to the asymmetric synthesis of streptopyrrolidine 5, a natural product, which exhibited significant anti-angiogenesis activity. (C) 2009 Elsevier Ltd. All rights reserved. ; NSF of China [20832005]; NFFTBS [J0630429]