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For the total synthesis of protected forms of the methynolide seco-acid, see:
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For the preparation of δ-lactones through the intramolecular alkylation of ester enolates, see:
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33847487518
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2 purchased from Merck Schuchardt and dried at 1 mmHg and 250 °C for 8 h immediately prior to use.
-
2 purchased from Merck Schuchardt and dried at 1 mmHg and 250 °C for 8 h immediately prior to use.
-
-
-
-
57
-
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33847458379
-
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note
-
1H NMR spectra assuming a Celmer type conformation of the 12-membered lactone: H-7 in less polar isomer 30b appeared as a double doublet at δ 4.15 ppm and coupling constants of 10.0 and 5.0 Hz consistent with a trans-diaxial relationship for H-7 and H-6 while in the more polar isomer 30a the corresponding signal is a broad singlet.
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