Synthesis of decahydrocyclopentacyclo-octene derivatives via intramolecular photocycloaddition of Δα,β-butenolides and reductive cleavage
- 1 January 1980
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 21,p. 1011-1012
- https://doi.org/10.1039/c39800001011
Abstract
Irradiation of Δαβ-butenolides bearing but-3-enyl and penta-3,4-dienyl side-chains in the γ-position, (2) and (3), effected intramolecular [2 + 2] cycloaddition to form fused tricyclic lactones (4) and (5), respectively, as major products; reductive ring opening of the derived keto-acid (7a) and keto-ester (9) gave the octa- and deca-hydrocyclopentacyclo-octene derivatives (8) and (10) respectively.Keywords
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