On the Question of the Symmetry of Formally Symmetrical π-(Allyl)palladium Cationic Intermediates in Allylic Alkylations
✍ Scribed by Trost, Barry M.; Bunt, Richard C.
- Book ID
- 124080755
- Publisher
- American Chemical Society
- Year
- 1996
- Tongue
- English
- Weight
- 124 KB
- Volume
- 118
- Category
- Article
- ISSN
- 0002-7863
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📜 SIMILAR VOLUMES
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.
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]