Issue 21, 1992
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Alternatives to α-diazo ketones for tandem cyclization–cycloaddition and carbenoid–alkyne metathesis strategies. Novel cyclic enol–ether formation via carbonyl ylide rearrangement reactions

David J. Fairfax,   David J. Austin,   Simon L. Xu  and  Albert Padwa  

Abstract

Attempts to form carbonyl ylides from free carbenes derived from diazirines or diazo compounds lacking electron-withdrawing substituents resulted in azine formation or Wolff rearrangement, respectively, lodonium ylides proved to be a possible alternative to α-diazo compounds for metallocarbenoid generation, similar reactivity being observed for both systems. Studies into the rearrangement chemistry of carbonyl ylides provided a novel cyclic enol–ether synthesis via a 1,4-hydrogen shift process.

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Article information

DOI
https://doi.org/10.1039/P19920002837
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1992, 2837-2844

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Alternatives to α-diazo ketones for tandem cyclization–cycloaddition and carbenoid–alkyne metathesis strategies. Novel cyclic enol–ether formation via carbonyl ylide rearrangement reactions

D. J. Fairfax, D. J. Austin, S. L. Xu and A. Padwa, J. Chem. Soc., Perkin Trans. 1, 1992, 2837 DOI: 10.1039/P19920002837

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