Research output: Contribution to Journal/Magazine › Journal article › peer-review
<mark>Journal publication date</mark> | 2/02/2005 |
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<mark>Journal</mark> | Journal of the American Chemical Society |
Issue number | 4 |
Volume | 127 |
Number of pages | 2 |
Pages (from-to) | 1066-1067 |
Publication Status | Published |
<mark>Original language</mark> | English |
The first examples of highly enantioselective [2,3]-sigmatropic rearrangements of acyclic allylic ammonium ylids are reported. Thus, a range of N-{2′-[(N′-allyl-N′,N′-dialkyl)ammonium]}acetyl camphor sultams undergo rearrangement at 0 °C in DME solution with high diastereofacial control (up to 99:1 dr) to give allylglycines in generally high yield. The power of the method has been demonstrated in a rapid and efficient synthesis of (R)-allyl glycine.