Facile retro Diels–Alder reaction of a pentamethyltricyclo[5.2.1.02,6]decenone derivative: synthesis of (+)-15(S)-prostaglandin A2
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 5,p. 410-412
- https://doi.org/10.1039/c39900000410
Abstract
The incorporation of methyl groups into the C(1), C(7), C(8), C(9), and C(10) positions of tricyclo[5.2.1.02,6]decenone (1) dramatically accelerates the retro Diels–Alder reaction of (3) under Lewis acid catalysis thus permitting access to synthetic natural prostaglandin A2; the X-ray crystal structure of the ammonium salt of (7) is reported.Keywords
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