A New Route to a Chiral Synthon for the Total Synthesis of Estrone
- 1 January 1987
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1987 (08) , 705-708
- https://doi.org/10.1055/s-1987-28051
Abstract
(2S,3S)-2-(2-Bromoethyl)-3-ethenyl-2-methylcyclopentanone 2,2-dimethyl-1, 3-propanediyl acetal (Synthon C) is a chiral synthon for the total synthesis of estrone. Synthon C is prepared from 3a-hydroxy-7a-methyloctahydroindeno-1, 5-dione by a multistep sequence, the key steps of which consist of the regioselective Baeyer-Villiger oxidation of the starting dione and the stereospecific catalytic hydrogenation of an intermediate unsaturated bicyclic lactone.Keywords
This publication has 0 references indexed in Scilit: