Chemistry of Natural Compounds p. 267 - 270 (1982)
Update date:2022-08-05
Topics:
Miftakhov, M. S.
Akbutina, F. A.
Tolstikov, G. A.
A description is given of the directed synthesis of (+/-)-recifeiolide (VI), starting from cyclooctene and 1-chlorobutan -3-ol.The ozonolysis of cyclooctene gave 7-formylheptanoic acid, the methyl ester of which (II) was condensed with the ylide of (3-hydroxybut-1-yl)triphenylphosphonium iodide (I) synthesized from 1-chlorobutan-3-ol.The lactonization of the 11-hydroxydodec-8(E)-enoic acid so obtained gave (VI).The IR, PMR, and mass spectra of (VI) are presented.
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