Stereoselective [2,3]-sigmatropic rearrangements of unstabilized nitrogen ylides |
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| Authors: | Gawley Robert E Moon Kwangyul |
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| Institution: | Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, Arkansas 72701, USA. bgawley@uark.edu |
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| Abstract: | The steric course of the 2,3]-rearrangement of several unstabilized nitrogen ylides has been investigated. The reactions proceed cleanly through an anti transition state, affording modest to good yields of a single diastereomer of the product. In two examples containing an N-cinnamyl group, a competing 1,2]-rearrangement affords a minor product. |
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