Novel Two-Step Synthesis of Homobarrelenones, Bicyclonona-3,6,8-trien-2-ones, from Tropones and 2,3-Bis(methoxycarbonyl)-7-oxabicyclohepta-diene by High-Pressure Cycloaddition-Thermal Cyclorevision Procedure

DOI: 10.1246/cl.1987.1557

Source and publish data:

Chemistry Letters p. 1557 - 1560 (1987)

Update date:2022-08-04

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Authors:

Tian, Guan Rong

Sugiyama, Shigeru

Mori, Akira

Takeshita, Hitoshi

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Article abstract of DOI:10.1246/cl.1987.1557

The Diels-Alder adduct of tropone with 2,3-bis(methoxycarbonyl)-7-oxabicyclo<2.2.1>hepta-2,5-diene formed homobarrelenone by heating at ca. 130 deg C.Similarly prepared were 1-hydroxy-, 3-methoxy-, 1-chloro-, and 3-chlorohomobarrelenones.High-pressure cycloaddition improved the yields of the Diels-Alder adducts.

Full text of DOI:10.1246/cl.1987.1557

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