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Enantioselective Palladium(II)-Catalyzed Formal [3,3]-Sigmatropic Rearrangement of 2-Allyloxypyridines and Related Heterocycles †

✍ Scribed by Rodrigues, Alessandro; Lee, Ernest E.; Batey, Robert A.


Book ID
120005536
Publisher
American Chemical Society
Year
2010
Tongue
English
Weight
370 KB
Volume
12
Category
Article
ISSN
1523-7060

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Enantioselective [2,3]-sigmatropic and [
✍ Shinji Kitagaki; Yoshimasa Yanamoto; Hideyuki Tsutsui; Masahiro Anada; Makoto Na 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 79 KB

Tandem intramolecular generation and rearrangement of allylic oxonium ylides from a-diazo b-keto esters has been effected with the aid of dirhodium(II) tetrakis[N-phthaloyl-(S)-tert-leucinate] in toluene, providing benzofuran-3-ones via [2,3]-sigmatropic rearrangement in up to 76% ee. In systems wit