Abstract
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.
Keywords: Asymmetric synthesis, Vinylogous, Butenolides
Mini-Reviews in Medicinal Chemistry
Title:Catalytic Asymmetric Synthesis of γ-Butenolides by Direct Vinylogous Reactions
Volume: 13 Issue: 6
Author(s): Lin Yan, Xiaohong Wu, Hongjun Liu, Liangying Xie and Zhiyong Jiang
Affiliation:
Keywords: Asymmetric synthesis, Vinylogous, Butenolides
Abstract: 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.
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Cite this article as:
Yan Lin, Wu Xiaohong, Liu Hongjun, Xie Liangying and Jiang Zhiyong, Catalytic Asymmetric Synthesis of γ-Butenolides by Direct Vinylogous Reactions, Mini-Reviews in Medicinal Chemistry 2013; 13 (6) . https://dx.doi.org/10.2174/1389557511313060007
DOI https://dx.doi.org/10.2174/1389557511313060007 |
Print ISSN 1389-5575 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5607 |
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