Rhodium-Catalyzed Enantioselective Intramolecular Hydroacylation of Trisubstituted Alkenes.
Chemistry
; 22(44): 15619-15623, 2016 Oct 24.
Article
em En
| MEDLINE
| ID: mdl-27572933
ABSTRACT
We report the first examples of transition metal-catalyzed enantioselective alkene hydroacylations with 1,1,2-trisubstituted alkenes. DFT and mechanistic studies are consistent with a reaction pathway for these rhodium-catalyzed processes including intramolecular alkene hydroacylation and α-epimerization to generate highly enantioenriched, polycyclic architectures. This reaction sequence enables the hydroacylation of 2-(cyclohex-1-en-1-yl)benzaldehydes to form hexahydro-9H-fluoren-9-ones in moderate to high yields (68-91 %) with high enantioselectivities (up to 99 % ee) and diastereoselectivities (typically >201).
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MEDLINE
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En
Ano de publicação:
2016
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Article