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Four-Component Radical Dual Difunctionalization (RDD) of Two Different Alkenes with Aldehydes and tert-Butyl Hydroperoxide (TBHP): An Easy Access to β,δ-Functionalized Ketones

Authors :
Ren-Xiang Liu
Chuan-Shuo Wu
Da-You Ma
Luo Yang
Cui-Ping Luo
Source :
Organic Letters. 21:6117-6121
Publication Year :
2019
Publisher :
American Chemical Society (ACS), 2019.

Abstract

A convenient Fe-catalyzed four-component radical dual difunctionalization and ordered assembly of two alkenes with aromatic/aliphatic aldehydes and TBHP to provide chain elongated β,δ-functionalized ketones via a one-pot procedure has been developed. Aldehydes were homolytically cleavaged to produce acyl radicals and subsequently allowed for the successive construction of C(sp2)-C(sp3), C(sp3)-C(sp3), and C(sp3)-O bonds via dual radical insertions and radical-radical coupling, following the intrinsic nucleo/electrophilic reactivity of both the radicals and alkenes.

Details

ISSN :
15237052 and 15237060
Volume :
21
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi...........e8619d88bdb286dde2433599977db72a