| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5224375 | Tetrahedron | 2008 | 7 Pages |
Abstract
Palladium (II)-catalyzed [3,3] sigmatropic rearrangement of acyclic allyl vinyl ethers delivers 2,3-anti disubstituted pentenal Claisen adducts with high diastereoselectivity. Reaction conditions for circumventing allyl vinyl ether cleavage that had previously plagued catalyzed rearrangement of α-unsubstituted vinyl ether substrates are described. Merging Pd(II) catalysis with the facile access to the Claisen substrates afforded by Ir(I)-catalyzed olefin isomerization provides an expedient procedure for realizing asymmetric anti-selective Claisen rearrangements.
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Authors
Nessan J. Kerrigan, Christopher J. Bungard, Scott G. Nelson,