Homochiral ketals in organic synthesis. Enantioselective synthesis of (R)-muscone
β Scribed by Nelson, Keith A.; Mash, Eugene A.
- Book ID
- 126776655
- Publisher
- American Chemical Society
- Year
- 1986
- Tongue
- English
- Weight
- 619 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
Optically active [m.n.l]propellanones have been prepared by diastereoselective cyclopropanation of homochiral ene ketals derived from 1,4-di-O-benzyl-L-threltol and readily available bicyclic enones. Propellanones are a synthetically useful subset of the structurally and theoretically interesting pr
## Abstract A new synthesis of (β)β(__R__)βmuscone ((__R__)β**1**) by means of enantioselective protonation of a bicyclic ketone enolate as the key step (see **6**β(__S__)β**4** in __Schemeβ 2__) is presented. The C~15~ macrocyclic system is obtained by ozonolysis (__Schemeβ 7__).