A review showing the synthetic efforts toward the syntheses of bakkanes from the first total synthesis in 1973 until the middle of 2000 is presented. Approaches for constructing β-methylene-γ-butyrolactones are also reviewed.
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1 Introduction
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2 Construction of β-Methylene-γ-butyrolactones
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2.1 β-Methylene-γ-butyrolactones
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2.2 α-Spiro-β-methylene-γ-butyrolactones
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3 Total Syntheses of Bakkanes
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3.1 Strategies used in the Total Syntheses of Bakkanes
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3.2 Syntheses of Bakkenolide-A
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3.2.1 Evans’ Synthesis
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3.2.2 Greene’s Syntheses
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3.2.3 Hayashi’s Synthesis
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3.2.4 Petragnani’s Synthesis
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3.2.5 Back’s Synthesis
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3.3 Syntheses of Homogynolide-A
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3.3.1 Greene’s Syntheses
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3.3.2 Mori’s Synthesis
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3.3.3 Srikrishna’s Synthesis
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3.4 Syntheses of Homogynolide-B
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3.4.1 Greene’s Synthesis
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3.4.2 Srikrishna’s Synthesis
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3.5 Synthesis of Palmosalide-C
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3.5.1 Greene’s Synthesis
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3.6 Syntheses of 9-Acetoxyfukinanolide
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3.6.1 Greene’s Syntheses
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4 Conclusion
total synthesis - natural products - bakkanes - bakkenolides - β-methylene-γ-butyrolactone
