Enantioconvergent Synthesis of (-)-α-Cuparenone Involving Chiral Inversion of a Ketone Intermediate
- 1 June 1989
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 19 (9-10) , 1813-1823
- https://doi.org/10.1080/00397918908051080
Abstract
The acid (-)-2 was converted to the ketone (-)-6. Unsaturated ketone (+)-14 was synthesised from (-)-6. The ketone (+)-7 prepared from the acid (+)-3 on 1,2-ketone transposition, furnished the optical antipode (-)-6.Keywords
This publication has 2 references indexed in Scilit:
- Enantioselective ring construction through asymmetric olefin-ketene cycloaddition. A highly enantiocontrolled approach to (-)-.alpha.-cuparenone and (+)-.beta.-cuparenoneJournal of the American Chemical Society, 1987
- Chiral bicyclic lactams for asymmetric synthesis of quaternary carbons. The total synthesis of (-)-.alpha.-cuparenoneThe Journal of Organic Chemistry, 1986