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DOI: 10.1055/s-2004-815983
Synthesis of α-Allenic Esters (Acids)
Publication History
Publication Date:
24 February 2004 (online)
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Abstract
This article focuses on the synthesis of α-allenic esters (or alkane-2,3-dienoates) and their corresponding acids, but does not claim to present all of the synthetic methods of this type of compounds. A brief account dealing with the asymmetric synthesis of α-allenic esters is also presented.
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1 Introduction
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2 Synthesis of α-Allenic Esters (Acids)
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2.1 From Propargyl Derivatives
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2.2 From Palladium-Catalyzed Reactions of Propargyl Compounds
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2.3 From Horner-Wadsworth-Emmons and Wittig Reactions
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2.4 Via Sigmatropic Rearrangements
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2.5 From Organometallic Reagents
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2.6 From Acetylenic Derivatives
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2.7 From β-Keto Esters and ω-Keto Esters
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2.8 Via Flash Vacuum Thermolysis (FVT)
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2.9 From gem-Difluorocyclopropene
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2.10 Miscelleanous
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3 Asymmetric Synthesis
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4 Conclusion
Key words
alkane-2,3-dienoates - allene carboxylates - acetylenic - propargyl
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