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

RSC Advances Pub Date: 2016-07-11 DOI: 10.1039/C6RA12873D

Abstract

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.

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