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Highly Asymmetric NHC‐Catalyzed Hydroacylation of Unactivated Alkenes

2011; Wiley; Volume: 50; Issue: 21 Linguagem: Inglês

10.1002/anie.201008081

1521-3773

Isabel Piel, Marc Steinmetz, Keiichi Hirano, Roland Fröhlich, Stefan Grimme, Frank Glorius,

Catalytic C–H Functionalization Methods

NHC-catalysis proto(n)type: The title reaction produces 21 different chroman-4-one-type products in good yields and excellent enantioselectivities, in each case building up a new all-carbon quaternary stereocenter (see scheme). Based on DFT calculations a mechanistic scenario involving proton transfer, possible transition states, and a mode of enantioinduction is presented. Detailed facts of importance to specialist readers are published as "Supporting Information". Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.