Stereoselective synthesis of tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and related compounds as precursors of serotonin 5-HT2C receptor agonists

Stuart Francis,Takao Kiyoi,Mark Reid,Keneth Davies,Steven Laats,Duncan McArthur,Helen Feilden,Anna Marie Easson,Yasuko Kiyoi,Grant Wishart,Peter Ray

Tetrahedron Letters（2011）

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摘要

Tetrahydro-2H-[2]benzopyrano[3,4-c]pyrrol-3-ones and the related 3a-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]isoindole analogues were synthesised by an intramolecular Diels–Alder reaction. The observed stereoselectivity was dependent upon the nature of the tethered dienophile as well as the judicious placement of the amide.

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