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. 2018 Apr 20;20(8):2168-2171.
doi: 10.1021/acs.orglett.8b00427. Epub 2018 Apr 11.

Harnessing the β-Silicon Effect for Regioselective and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization by Donor/Acceptor Carbenes Derived from 1-Sulfonyl-1,2,3-triazoles

Zachary J Garlets  1 , Huw M L Davies  1
Affiliations

Harnessing the β-Silicon Effect for Regioselective and Stereoselective Rhodium(II)-Catalyzed C-H Functionalization by Donor/Acceptor Carbenes Derived from 1-Sulfonyl-1,2,3-triazoles

Zachary J Garlets et al. Org Lett. .

Abstract

The regioselective and enantioselective intermolecular sp3 C-H functionalization of silicon-substituted alkanes was accomplished using Rh2( S-NTTL)4 with readily available 1-sulfonyl-1,2,3-triazoles as carbene precursors. These reactions generate a diverse array of stereodefined substituted silaalkanes.

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Figures

Figure 1.
Figure 1.. Catalyst Optimization for Intermolecular C-H Functionalization of Silacycloalkanesa
Figure 2.
Figure 2.. Selective C-H Functionalization of Silacyclobutanesa
Figure 3.
Figure 3.. Selective C-H Functionalization of Acyclic Organosilanes
Scheme 1.
Scheme 1.. C–H Functionalization Reactions of Tetraalkylsilanes
See this image and copyright information in PMC

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