Journal article
Synthesis and reactions of (-)- and (+)-carenones
Journal of organic chemistry, Vol.49(5), pp.853-856
03/01/1984
DOI: 10.1021/jo00179a019
Abstract
The (-)-carenes contain the same absolute stereochemistry as many cyclopropane-containing sesqui-and diterpenoids and would be valuable synthetic intermediates if they were readily available. We describe here a synthesis of (+)-car-3-en-2-one (3) from (-)-carvone hydrochloride by direct ring closure and a synthesis of (+)-car-2-en-4-one (11) via a sequenceinvolving a Wharton rearrangement. With (+)-carvone hydrochloride as starting material, the previously unavailable (-)-carenones are obtained. Some conversions of these carenones into intermediates for the synthesis of higher terpenoids also are described. © 1984, American Chemical Society. All rights reserved.
Details
- Title: Subtitle
- Synthesis and reactions of (-)- and (+)-carenones
- Creators
- Delon D MaasMarilyn BlaggDavid F Wiemer
- Resource Type
- Journal article
- Publication Details
- Journal of organic chemistry, Vol.49(5), pp.853-856
- Publisher
- American Chemical Society
- DOI
- 10.1021/jo00179a019
- ISSN
- 0022-3263
- eISSN
- 1520-6904
- Language
- English
- Date published
- 03/01/1984
- Academic Unit
- Neuroscience and Pharmacology; Chemistry
- Record Identifier
- 9984217455402771
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