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Silver-catalyzed oxidative 1,2-alkyletherification of unactivated alkenes with α-bromoalkyl carbonyls: facile access to highly substituted 2,3-dihydrofurans†
Mu-Jia Luo,Fan Teng,Ren-Jie Song
Chemical Communications Pub Date : 08/19/2019 00:00:00 , DOI:10.1039/C9CC05695E
Abstract

A new, general silver-catalyzed oxidative 1,2-alkyletherification of unactivated olefinic ketones with primary, secondary and tertiary α-bromoalkyl carbonyls promoted by tert-butyl hydroperoxide (TBHP) and Et3N has been developed. Through the cooperative action of Ag2O, TBHP and Et3N, the reaction enables the construction of highly valuable quaternary-carbon-possessing 2,3-dihydrofuran frameworks using a concomitant intramolecular annulation strategy.

Graphical abstract: Silver-catalyzed oxidative 1,2-alkyletherification of unactivated alkenes with α-bromoalkyl carbonyls: facile access to highly substituted 2,3-dihydrofurans
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