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Synfacts 2009(10): 1129-1129
DOI: 10.1055/s-0029-1217839
DOI: 10.1055/s-0029-1217839
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Highly Efficient Synthesis of Trisubstituted γ-Butyrolactones
I. R. Davies, M. Cheeseman, R. Green, M. F. Mahon, A. Merritt, S. D. Bull*
University of Bath and GlaxoSmithKline Research and Development, Stevenage, UK
Further Information
Publication History
Publication Date:
22 September 2009 (online)
Significance
The authors have developed a new three-step aldol-epoxidation-intramolecular lactonization strategy for the synthesis of highly functionalized trisubstituted γ-butyrolactones with excellent levels of diastereocontrol. Moreover, they demonstrated that this methodology could be transferred to solid support using a polymer-supported Evans oxazolidin-2-one for synthesis.