4.6 Article

Palladium-catalyzed Si-C bond-forming silylation of aryl iodides with hydrosilanes: an enhanced enantioselective synthesis of silicon-stereogenic silanes by desymmetrization

Journal

RSC ADVANCES
Volume 6, Issue 71, Pages 67113-67117

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ra12873d

Keywords

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Funding

  1. National Natural Science Foundation of China [51303043, 21472031, 21503060]
  2. Zhejiang Provincial Natural Science Foundation of China [LR14B030001, LY14B020013]
  3. Science and Technology Department of Zhejiang Province [2015C31138]
  4. Hangzhou Science and Technology Bureau of China [20140432B04]

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An enantioselective Pd-catalyzed silicon-carbon bond-forming silylation reaction of aryl iodides with hydrosilanes for the synthesis of silicon-stereogenic silanes has been developed, in which a systematic optimization of a TADDOL-derived monodentate phosphoramidite ligand set resulted in the identification of a new TADDOL-derived phosphoramidite ligand that accesses chiral silanes with moderate to good yield and enantioselectivity under mild conditions.

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