The constitution of rimuene has been the subject of protracted controversy in recent years and indeed represents an outstanding unsolved problem in diterpene chemistry. Our recent interest in the constituents of Erythroxylon monogyuum (1) has caused us to re-e xamine the published evidence on rimue
The structure and stereochemistry of rimuene
โ Scribed by R.E. Corbett; S.G. Wyllie
- Publisher
- Elsevier Science
- Year
- 1964
- Tongue
- French
- Weight
- 222 KB
- Volume
- 5
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
The diterpene hydrocarbon rimuene first isolated by McDowall and Findlay (I) from the essential oil of Dacrydium cupreseinum (rimu) has been the subject of a number of structural investigations (2,3,4,5,6). The proposed structure (3,4) has been shown by recent synthetic work (7) to be incorrect. Earlier investigations had established that rlmuene ha8 the usual perhydrophenanthrene skeleton with a genimal dimethyl group at C(4), vinyl and methyl group8 at C(13) and a triaubstituted double bona.
๐ SIMILAR VOLUMES
IN a previous paper' evidence for the constitution of the main naturally occurring crystalline diterpenes was summar ized, while in a later paper2 evidence was adduced for their absolute configuration. No direct chemical proof was given for the constitution of rings A and B nor for the position of t
The study of the chemistry of the indole alkaloid raujemidine, obtained from Rauwolfia canescens, has been, handicapped by the relatively small
In the field of total synthesis of the dlterpenoid resin acids, efforts reported to date have concerned themselves with construction of the appropriate A and B rings 2. We now wish to report the results of a program directed toward the elaboration of the ring C substitution pattern present in the pi