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Synthesis 1997; 1997(5): 497-505
DOI: 10.1055/s-1997-1231
review
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The Aza-Wittig Rearrangement

Claus Vogel*
  • *Institut für Verfahrenstechnik, Otto-von-Guericke Universität Magdeburg, Universitätsplatz 2, D-39106 Magdeburg, Federal Republic of Germany
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Publication History

Publication Date:
31 December 2000 (online)

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While the rearrangement of α-metalated ethers to metal alkoxides, the so-called Wittig rearrangement, is a well-investigated reaction that is used in the stereocontrolled synthesis of oxygen-containing natural products, the nitrogen analog, the aza-Wittig rearrangement, has only recently attracted increased attention. This review describes the results from earlier and recent studies to very recent developments and application in alkaloid synthesis.

amines - metalation - carbanions - rearrangement - alkaloids β-lactams