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Regioselectivity in the Addition of Vinylmagnesium Bromide to Heteroarylic Ketones: C - versus O -Alkylation

โœ Scribed by Boga, Carla; Stengel, Rayk; Abdayem, Rodolphe; Del Vecchio, Erminia; Forlani, Luciano; Todesco, Paolo E.


Book ID
120284307
Publisher
American Chemical Society
Year
2004
Tongue
English
Weight
137 KB
Volume
69
Category
Article
ISSN
0022-3263

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โœ Frances Heaney; Bronwyn M. Kelly; Sharon Bourke; Oliver Rooney; Desmond Cunningh ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› John Wiley and Sons โš– 30 KB ๐Ÿ‘ 2 views

In order to examine the formation of N-vinyl nitrones the activated alkyne (II) and allene (VI) are reacted with oximes, e.g. (I). Three groups of products are obtained: the isomeric oximes (III), the stable O-addition products (IV) and the isoxazoline (V). With allene (VI) the reaction proceeds via