(Z,E,E)-HUMULENE. CONFORMATIONAL ANALYSIS AND TRANSANNULAR CYCLIZATION

DOI: 10.1016/S0040-4039(00)88046-6

Source and publish data:

Tetrahedron Letters p. 2869 - 2872 (1983)

Update date:2022-08-17

Topics:

Authors:

Shirahama, Haruhisa

Arora, Grudial S.

Osawa, Eiji

Matsumoto, Takeshi

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Article abstract of DOI:10.1016/S0040-4039(00)88046-6

Geometries and populations for four possible conformers of (Z,E,E)-humulene (1) were obtained by molecular mechanics calculations.Treatment of 1 with mercury salt gave 3,7-epoxy-3,6-secoprotoilludane (3) and 9,10-epoxide of 1 afforded tetramethylbicyclo<7.2.0>undecadienols (10, 11) on treatment with TMSOf.

Full text of DOI:10.1016/S0040-4039(00)88046-6

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