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ChemInform Abstract: Unexpected Regioselectivity in the Attack of Vinyl Grignard Reagents to Bis(2-benzothiazolyl) Ketone.

✍ Scribed by C. BOGA; L. FORLANI; P. E. TODESCO

Publisher: John Wiley and Sons
Year: 2010
Weight: 30 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199741094

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✦ Synopsis

Unexpected Regioselectivity in the Attack of Vinyl Grignard Reagents to Bis(2-benzothiazolyl) Ketone. -Surprisingly, the reaction of ketone (I) with vinylmagnesium bromide ( IIa) does not give the expected carbinol (IVa) by normal 1,2-carbonyl addition but the vinyl ether (IIIa) is obtained exclusively. Other vinyl Grignard reagents or the related bis(thiazolyl) ketone undergo this nucleophilic 1,4-addition also. -(BOGA, C.; FORLANI, L.;

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