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ChemInform Abstract: Olefin-Insertion Reaction Between the Carbonyls of Benzils; Formation of 1,4-Diketones by Michael Addition Catalyzed by Cyanide Ion.

✍ Scribed by A. MIYASHITA; A. NUMATA; Y. SUZUKI; K. IWAMOTO; T. HIGASHINO


Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


Olefin-Insertion Reaction Between the Carbonyls of Benzils; Formation of 1,4-Diketones by Michael Addition Catalyzed by Cyanide Ion. -A novel Michael addition type olefination-insertion reaction between the carbonyl groups of benzils (I) affording 1,4-diketones (III) is described. Cyanide ion is required as catalyst and Bu4NCN is proved to be the most effective cyanide ion donating compound. In a similar manner, aldehyde (IV) undergoes C-O-group insertion to give (V).