Synthesis of methyl 4-methyltricyclo[5.2.2.01,5]undec-4-ene-9-carboxylate, a possible precursor of isoeremolactone
- Publikations-Art
- Kongressbeitrag
- Autoren
- Kraus, W.; Spitzner, D.; Sawitzki, G.; Weber, W.
- Erscheinungsjahr
- 1981
- Veröffentlicht in
- Int. Conf. Chem. Biotechnol. Biol. Act. Nat. Prod., [Proc.]
- Herausgeber
- Atanasova, B., Bulg. Acad. Sci
- Serie/Bezeichnung
- 3
- Seite (von - bis)
- 610-11
- Tagungsname
- Int. Conf. Chem. Biotechnol. Biol. Act. Nat. Prod. 1st
- Tagungsort
- Sofia, Bulg.
- Tagungsdatum
- nnb
Diels-Alder reaction of I with H2C:CHCO2Me gave 40% of a mixt. of tricycloundecanes contg. II (R = Me3C, X = O) which after dithiane ketalization and redn. gave 96% alc. II (R = H, X = H2). Dehydration of the latter with 85% H2SO4 gave the isoeremolactone precursor III, which could also be obtained by solvolysis of II (R = tosyl, X = H2).