Catalytic asymmetric synthesis of γ-butenolides by direct vinylogous reactions.

Lin Yan, Xiaohong Wu, Hongjun Liu, Liangying Xie, Zhiyong Jiang

Institute of Chemical Biology, Henan University, Kaifeng, Henan 475004, P.R. China.

Mini reviews in medicinal chemistry 2013 May 1

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The γ-butenolide structural motif is a prominent feature in many bioactive natural products and drugs. This short review summarizes catalytic asymmetric synthesis of γ-butenolides through direct vinylogous reactions by metal complexes and organocatalysts. In light of building chiral γ-tertiary and quaternary carbon centers of butenolides, three synthetic strategies are included: 1) the reactions with furanone derivatives as nucleophiles, 2) olefination of γ,γ- disubstituted butenolides and 3) the reactions by using γ,γ-disubstituted butenolides as nucleophiles.

Citation

Lin Yan, Xiaohong Wu, Hongjun Liu, Liangying Xie, Zhiyong Jiang. Catalytic asymmetric synthesis of γ-butenolides by direct vinylogous reactions. Mini reviews in medicinal chemistry. 2013 May 1;13(6):845-53