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Empirical valence force-field calculations have been used to investigate the conformations and relative strain energies of α-santonin, β-santonin, and their C(6) epimers. The cis-fused γ-lactone ring is energetically preferred over the trans and the nearly eclipsed C(13)-C(11)-C(12) = 0 torsion angle plays a key role in stabilising the isomers with a pseudo-equatorial Me group at C(11). © 1973.

Original publication

DOI

10.1016/0040-4020(73)80218-2

Type

Journal article

Journal

Tetrahedron

Publication Date

01/01/1973

Volume

29

Pages

3933 - 3938