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- Title
A chemical study of burley tobacco flavour ( nicotiana tabacum L.) VI. Identification and Synthesis of Four Irregular Terpenoids Related to Solanone, Including a 'Prenylsolanone'.
- Authors
Demole, Edouard; Enggist, Paul
- Abstract
Four novel constituents of Burley tobacco condensate have been identified as ( E)-5-isopropyl-7-(2-methyl-tetrahydrofur-2-yl)-hept-6-en-2-one ( G), ( E)-5-isopropyl-7-(2-methyl-tetrahydrofur-2-yl)-hept-6-en-2-ol ( H), ( E)-4-methyl-7-isopropyl-10-oxo-undec-5-en-4-olide ( I), and ( E, E)-6,12-dimethyl-9-isopropyltrideca-5,10,12-trien-2-one ( J) or 'prenylsolanone'. Compounds G, H, and I were synthesized from norsolanadione ( 1), compound J from solanone ( A). These substances belong to a growing family of tobacco metabolites structurally related to solanone ( A). Their possible formation from cembrene-type precursors is briefly outlined.
- Publication
Helvetica Chimica Acta, 1975, Vol 58, Issue 6, p1602
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19750580614