Tetrahedron p. 9781 - 9788 (1994)
Update date:2022-08-16
Topics:
Matsumoto, Takatoshi
Matsunaga, Nobuyuki
Kanai, Ayako
Aoyama, Toyohiko
Shioiri, Takayuki
Osawa, Eiji
Epimerization of tilivalline (1) at the C11-position occurred by treatment with zinc chloride to give a mixture of 1 and its 11-epimer (epi-1) in a ratio 83 : 17.The computational chemical analysis of the thermodynamic stability of 1 and epi-1 through MM3(92) also revealed the energetic preference of 1 and the calculated equilibrium ratio of 1 and epi-1 was consistent with the experimental results.The torsional and bending angle parameters around the amide bond were determined.
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