The Synthesis of 4,5-Acetylenic Prostaglandins

References

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• All intermediates described in this report gave satisfactory nmr, ir and high resolution mass spectral analyses
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• The lactone, 1b, was prepared by silylation6 of the corresponding lactone-diol and crystallized from 95% ethanol (m. p. 88–89°C, 88%)
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• 1-Dimethyl-t-butylsilyloxy-4-pentynyllithium was prepared from reacting the corresponding alkyne with equal molar methyllithium at −20° −10°C for 15 min. The alkyne, 1-dimethyl-t-butylsiloxy-4-pentyne, was prepared from silylation of 4-pentyn-l-ol (Farchan Co.) in 89% yield (bp 65°C/9 mm)
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