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HERO ID
7943352
Reference Type
Journal Article
Title
Enantioselective Synthesis of Natural Epoxyquinoids
Author(s)
Pandolfi, E; Schapiro, V; Heguaburu, V; Labora, M
Year
2013
Is Peer Reviewed?
1
Journal
Current Organic Synthesis
ISSN:
1570-1794
Volume
10
Issue
1
Page Numbers
2-42
Language
English
DOI
10.2174/157017913804810951
Web of Science Id
WOS:000313065200002
Abstract
Natural products play an important role as a source not only of potential therapeutic drugs but also of starting materials for semisynthetic new medicines. The epoxyquinoid family, composed by cyclohexane epoxides and related structures, exhibit these characteristics without doubt. Since 2004, significant efforts have been devoted to the stereocontrolled synthesis of these molecules with different and interesting strategies. More than 50 works on this field have been published during this period of time. In addition, many of these polyoxygenated cyclohexenoids exhibit diverse and impressive bioactive shapes. This review aims to analyze the recent advances in the enantioselective processes that have been performed for the total syntheses of these target molecules. It includes a wide range of methodologies for the introduction of chirality either enzymatic or chemical ones. This summarizes microbial preparation of starting materials, lipase kinetic resolutions, use of compounds from the chiral pool, use of chiral auxiliaries and asymmetric catalysis. In a special section, syntheses of scyphostatin are also included. 2013 Bentham Science Publishers.
Keywords
Chemocatalyst; enantioselective; enzymatic methods; epoxyquinoids; scyphostatin; synthesis
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