Preparation of homoallylic amines via a three-component coupling process
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Peer-reviewed
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Abstract
A three-component synthesis of homoallylic amines is described. The allylboronic species were generated in situ by homologation of vinyl boroxines with trimethylsilyldiazomethane, then followed by trapping of the allylboron intermediate with imines. Twenty-seven compounds were successfully prepared in moderate to high yields. Imines bearing various functional groups were tolerated, including aliphatic, aromatic and heteroaromatic substituents. Further elaboration of some of the homoallylic amines to form azeditines is also reported.
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0305 Organic Chemistry
Journal Title
Organic & Biomolecular Chemistry
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Journal ISSN
1477-0539
1477-0539
1477-0539
Volume Title
16
Publisher
Royal Society of Chemistry (RSC)
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Engineering and Physical Sciences Research Council (EP/K009494/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
Engineering and Physical Sciences Research Council (EP/M004120/1)
Engineering and Physical Sciences Research Council (EP/K039520/1)
Syngenta Crop Protection
EPSRC (EP/K009494/1, EP/M004120/1 and EP/K039520/1)