Difunctionalization of Alkenylpyridine -Oxides by the Tandem Addition/Boekelheide Rearrangement.

Org Lett

Guangdong Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences , Sun Yat-sen University, Guangzhou 510006 , China.

Published: October 2019

A convenient and efficient approach for the difunctionalization of alkenylpyridine -oxides through the tandem addition/Boekelheide rearrangement has been developed. The C-O and C-X (S, O, Cl) bonds are constructed simultaneously at the α- and β-positions under mild reaction conditions in 100% atom economy, which complements previously reported α- or β-functionalizations.

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http://dx.doi.org/10.1021/acs.orglett.9b03035DOI Listing

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Difunctionalization of Alkenylpyridine -Oxides by the Tandem Addition/Boekelheide Rearrangement.

Org Lett

October 2019

Guangdong Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences , Sun Yat-sen University, Guangzhou 510006 , China.

A convenient and efficient approach for the difunctionalization of alkenylpyridine -oxides through the tandem addition/Boekelheide rearrangement has been developed. The C-O and C-X (S, O, Cl) bonds are constructed simultaneously at the α- and β-positions under mild reaction conditions in 100% atom economy, which complements previously reported α- or β-functionalizations.

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