Conjugate nitrile addition to 2-(7-hydroxyheptyl)cyclopent-2-enone (IIIa) and subsequent elaboration via the aldehydes [(VIa), (Xa)] affords a convenient direct route to (±)-11-deoxyprostaglandins of the E1 and F1 series. Syntheses of (±)-10-methyl- and (±)-α-nor-11-deoxyprostaglandins are also described.
T. S. Burton, M. P. L. Caton, E. C. J. Coffee, T. Parker, K. A. J. Stuttle and G. L. Watkins, J. Chem. Soc., Perkin Trans. 1, 1976, 2550 DOI: 10.1039/P19760002550
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