Nickel-Mediated Enantiospecific Silylation via Benzylic C–OMe Bond Cleavage

Benzylic stereocenters are found in bioactive and drug molecules, as enantiopure benzylic alcohols have been used to build such a stereogenic center, but are limited to the construction of a C–C bond. Silylation of alkyl alcohols has the potential to build bioactive molecules and building blocks; ho...

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Veröffentlicht in:Organic letters 2021-02, Vol.23 (4), p.1333-1338
Hauptverfasser: Balakrishnan, Venkadesh, Murugesan, Vetrivelan, Chindan, Bincy, Rasappan, Ramesh
Format: Artikel
Sprache:eng
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Zusammenfassung:Benzylic stereocenters are found in bioactive and drug molecules, as enantiopure benzylic alcohols have been used to build such a stereogenic center, but are limited to the construction of a C–C bond. Silylation of alkyl alcohols has the potential to build bioactive molecules and building blocks; however, the development of such a process is challenging and unknown. Herein, we describe an unprecedented AgF-assisted nickel catalysis in the enantiospecific silylation of benzylic ethers.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c04316