Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Special Collection of Papers: Regular Articles
Beckmann Fragmentation and Successive Carbon–Carbon Bond Formation Using Grignard Reagents via Phosphonium Salt Intermediates
Hiromichi FujiokaNao MatsumotoYuichi KubokiHidenobu MitsukaneReiya OhtaTakashi KimuraKenichi Murai
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2016 Volume 64 Issue 7 Pages 718-722

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Abstract

The intermediates formed during the Beckmann fragmentation of α-alkoxy and α-alkoxy-α-alkyl oxime acetates have been successfully trapped as phosphonium salts, which were subsequently reacted with a variety of Grignard reagents to give the corresponding substituted products in good yields. Notably, this reaction proceeded smoothly even from α-alkoxy-α-alkyl oxime acetates.

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© 2016 The Pharmaceutical Society of Japan
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