
Tetrahedron Letters p. 1071 - 1074 (1994)
Update date:2022-08-03
Topics:
Leonard, John
Appleton, Diana
Fearnley, Stephen P.
Allo-apoyohimbine and apoyohimbine have been synthesized in a short sequence of high yielding, stereoselective steps. The key step is an intramolecular Diels-Alder reaction, which under kinetically controlled conditions provides the required hexahydroisoquinoline D/E-ring intermediate, but under thermodynamic control gives a hydroisoindole system, via a conjugated diene.
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