Scheme 6. Asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate (8).
Cover Picture: Bulky Monodentate Phosphoramidites in Palladium-Catalyzed Allylic Alkylation Reactions: Aspects of Regioselectivity and Enantioselectivity (Chem. Eur. J. 24/2004)
✍ Scribed by Maarten D. K. Boele; Paul C. J. Kamer; Martin Lutz; Anthony L. Spek; Johannes G. de Vries; Piet W. N. M. van Leeuwen; Gino P. F. van Strijdonck
- Publisher
- John Wiley and Sons
- Year
- 2004
- Tongue
- English
- Weight
- 25 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0947-6539
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✦ Synopsis
The cover picture shows a modeled structure (PM3(tm)‐level) of a TADDOL derived monoligated bulky phosphorus amidite palladium–allyl complex. The allyl fragment, shown in green, has the syn,syn conformation and is clearly blocked by the aryl fragment of the S,S ligand upon counterclockwise rotation. Upon nucleophilic attack only clockwise rotation can occur, which explains the formation of the experimentally observed formation of the R product. A scheme of the reaction is shown in the background. For more information see the article by P. W. N. M. van Leeuwen et al. on p. 6232 ff.
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