Tetrahedron Letters p. 1549 - 1552 (1991)
Update date:2022-07-29
Topics:
Smith, Douglas A.
Houk
The lithium salts, LiClO4 and LiBF4, have been investigated for their potential use as Lewis acid catalysts in the intramolecular Diels-Alder reaction. No cycloaddition of the trienone, 1, is observed when LiClO4 is used. LiBF4 provides quantitative yield of the cis-fused cycloadduct in 72 hours at room temperature. The catalysis is ascribed to the slow release of BF3 rather than to the lithium cation.
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