Catalytic Enantioselective [10+4] Cycloadditions.

Autor: Donslund BS; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000, Aarhus C, Denmark., Jessen NI; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000, Aarhus C, Denmark., Bertuzzi G; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000, Aarhus C, Denmark., Giardinetti M; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000, Aarhus C, Denmark., Palazzo TA; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000, Aarhus C, Denmark., Christensen ML; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000, Aarhus C, Denmark., Jørgensen KA; Department of Chemistry, Aarhus University, Langelandsgade 140, 8000, Aarhus C, Denmark.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2018 Oct 01; Vol. 57 (40), pp. 13182-13186. Date of Electronic Publication: 2018 Sep 07.
DOI: 10.1002/anie.201807830
Abstrakt: The first peri- and stereoselective [10+4] cycloaddition between catalytically generated amino isobenzofulvenes and electron-deficient dienes is described. The highly stereoselective catalytic [10+4] cycloaddition exhibits a broad scope with high yields, reflecting a robust higher-order cycloaddition. Experimental and computational investigations support a kinetic distribution of intermediate rotamers dictating the enantioselectivity, which relies heavily on additive effects.
(© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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