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ChemInform Abstract: The First Example of Asymmetric Induction in an Anionic Amino-Cope Rearrangement.

✍ Scribed by S. M. ALLIN; M. A. C. BUTTON

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

The First Example of Asymmetric Induction in an Anionic Amino-Cope Rearrangement.

-In continuation of a previous work, the preliminary investigations on the anionic variant of the amino-Cope rearrangement are presented, including the title asymmetric example (R)-(VIII). Starting from the corresponding (R,R)-diastereomer of (VII), the enantiomer of (S)-(VIII) is obtained in 73% yield (41% e.e.). It is noteworthy that other bases than BuLi such as LDA, LiN(Tms) 2 and KH give no reaction. -

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