Convenient Synthesis of 3,3-Dimethylcyclohexylideneacetaldehyde, a sex attractant of the male Boll Weevil
- 1 January 1976
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 6 (7) , 489-493
- https://doi.org/10.1080/00397917608082630
Abstract
In a previous communication1 we reported on the synthesis of 3,3-dimethylcyclohexylideneacetaldehyde (5a), an important component of the sex pheromone complex of the male Boll Weevil. A key step in this synthesis involved the simultaneous removal of halogen and a double bond from an intermediate poly unsaturated aldehyde by selective reduction. As a part of our investigations on the Vilsmeier formylation of vinylcyclopropanes and dienes2, we have found an easy route to aldehyde 4a, and we now show that this aldehyde can serve as an excellent synthon for the preparation of 3,3-dimethylcyclohexylideneacetaldehyde (5a).Keywords
This publication has 3 references indexed in Scilit:
- Vilsmeier formylation of vinylcyclopropanes IIRecueil des Travaux Chimiques des Pays-Bas, 1976
- Study of the Terpene Series. XXVIII.1 Thermal Reactions of gem-Dimethyl Type Conjugated Cyclohexadienes2Journal of the American Chemical Society, 1956
- Factors Determining the Course and Mechanisms of Grignard Reactions. II. The Effect of Metallic Compounds on the Reaction between Isophorone and Methylmagnesium BromideJournal of the American Chemical Society, 1941