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Synthesis and Use of α-Diazo Oxime Ethers in the Synthesis of Ethylene Diketone Bis(O-methyloxime) Derivatives

✍ Scribed by Shatzmiller, Shimon ;Bercovici, Sorin

Publisher: John Wiley and Sons
Year: 1992
Tongue: English
Weight: 222 KB
Volume: 1992
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.1992199201144

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✦ Synopsis

Abstract

Reaction of the lithium salts of oxime ethers 4a–c with methanesulfonyl azide gives the α‐diazo oxime ethers 5a–c. These novel compounds are stable up to 90^°^C, however, they decompose thermally in refluxing CCl~4~ and with PdCl~2~ catalysis to yield the ethylene diketone bis(O‐methoxyloxime) derivatives 6a–c in yields of 85–91%. The preparation and characteristic spectral features of 5a–c are described.

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