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Mini-Reviews in Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 1389-5575
ISSN (Online): 1875-5607

Catalytic Asymmetric Synthesis of γ-Butenolides by Direct Vinylogous Reactions

Author(s): Lin Yan, Xiaohong Wu, Hongjun Liu, Liangying Xie and Zhiyong Jiang

Volume 13, Issue 6, 2013

Page: [845 - 853] Pages: 9

DOI: 10.2174/1389557511313060007

Price: $65

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


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