4.8 Article

An endo-Directing-Group Strategy Unlocks Enantioselective (3+1+2) Carbonylative Cycloadditions of Aminocyclopropanes

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 61, Issue 32, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202205007

Keywords

Cycloaddition; Cyclopropanes; Enantioselectivity; Rhodium; Synthetic Methods

Funding

  1. European Research Council
  2. EU [639594]

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An enantioselective (3+1+2) cycloaddition reaction triggered by carbonylative C-C bond activation of cyclopropanes is achieved using an endo-directing group strategy. This reaction represents a rare example where C-C bond oxidative addition determines the enantiomeric outcome, and it is the first time this has been achieved within the context of a multicomponent reaction design.
An endo-directing group strategy enables enantioselective (3+1+2) cycloadditions that are triggered by carbonylative C-C bond activation of cyclopropanes. These processes are rare examples of cycloadditions where C-C bond oxidative addition is enantiodetermining, and the first where this is achieved within the context of a multicomponent (higher order) reaction design.

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