Reactions with Umpolung via Radicals: CC-Bond Formation between Ketones and Alkenes
The hydrazones 1 - 11 from ketones react in a general synthetic procedure with alkenes 33a - m to yield products 34 - 44 (table 2 and 3).Important intermediates of these reactions with umpolung are 1-acetoxyalkyl radicals 49 that are formed from organomercuric salts 14 - 24 by reduction with NaBH4.This new CC-bond formation reaction can be carried out in a one-pot synthesis without isolation of the metalorganic compounds (table 4). - In side reactions the reduction products 50 are formed, if bulky starting compounds or less reactive alkenes are used (table 5 and 6).
Giese, Bernd,Erfort, Ulrich
p. 1240 - 1251
(2007/10/02)
Umpolung der Carbonylreaktivitaet ueber Acetoxyalkyl-Radikale
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Giese, Bernd,Erfort, Ulrich
p. 133
(2007/10/02)
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