Pd 0 -Catalyzed Hydrogenolysis of a Bicyclic Allylic Diacetate
β Scribed by Muchow, Gunter; Brunel, Jean Michel
- Book ID
- 121227510
- Publisher
- John Wiley and Sons
- Year
- 2013
- Tongue
- English
- Weight
- 491 KB
- Volume
- 2013
- Category
- Article
- ISSN
- 1434-193X
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π SIMILAR VOLUMES
The palladium(0)-catalyzed alkylation of 2,3-bis(acetoxymethyl)bicyclo[2.2.1]hepta-2,5-diene 1 with malonate-type enolates as nucleophiles is investigated. A monoalkylated product is formed first, and undergoes (depending on the nucleophile used) a second intramolecular reaction leading to [a]
The Pd 0 -catalyzed alkylation of 1 by sodiodimethylmalonate led to the formation of two tricyclic diastereomers 2a and 2b. The structure of the major endo diastereomer 2b has been Scheme 1. Pd 0 -catalyzed alkylation of allylic bicyclic diacetate 1 [a] E.