4.8 Article

Chiral N-Heterocyclic Carbene Ligand Enabled Nickel(0)-Catalyzed Enantioselective Three-Component Couplings as Direct Access to Silylated Indanols

Journal

ORGANIC LETTERS
Volume 18, Issue 13, Pages 3242-3245

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01492

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Funding

  1. Swiss National Science Foundation [155967]

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An enantioselective nickel(0)-catalyzed reductive three-component coupling between aromatic aldehydes, norbornenes, and silanes affords directly silyl-protected indanol derivatives. A new bulky chiral C-2-symmetric NHC (NHC = N-heterocyclic carbene) ligand basing on the 1,2-di(napthalen-1-yl)ethylene diamine backbone allows accessing the annulated products as single diastereoisomers in high enantioselectivity.

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