Synthesis and Applications of 3-Methylene-4-(trifluoromethyl)azetidin-2-ones as Building Blocks for the Preparation of Mono- and Spirocyclic 4-CF3-[beta]-Lactams

Synthesis and Applications of 3-Methylene-4-(trifluoromethyl)azetidin-2-ones as Building Blocks for the Preparation of Mono- and Spirocyclic 4-CF3-[beta]-Lactams

3-Methylene-4-(trifluoromethyl)azetidin-2-ones were efficiently prepared from the corresponding 3-oxo-4-trifluoromethyl-[beta]-lactams and successfully evaluated as novel building blocks in organic synthesis. In particular, Michael additions, electrophilic additions, and cycloadditions were applied...

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Veröffentlicht in:Asian journal of organic chemistry 2016-12, Vol.5 (12), p.1480
Hauptverfasser: DaoThi, Hang, Danneels, Barbara, Desmet, Tom, VanHecke, Kristof, VanNguyen, Tuyen, D'hooghe, Matthias
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Organic chemistry
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container_issue 12
container_start_page 1480
container_title Asian journal of organic chemistry
container_volume 5
creator DaoThi, Hang
Danneels, Barbara
Desmet, Tom
VanHecke, Kristof
VanNguyen, Tuyen
D'hooghe, Matthias
description 3-Methylene-4-(trifluoromethyl)azetidin-2-ones were efficiently prepared from the corresponding 3-oxo-4-trifluoromethyl-[beta]-lactams and successfully evaluated as novel building blocks in organic synthesis. In particular, Michael additions, electrophilic additions, and cycloadditions were applied to allow easy access to a broad variety of stereodefined mono- and spirocyclic 4-CF3-[beta]-lactams as useful synthetic intermediates en route to a variety of biologically relevant CF3-functionalized target structures.
doi_str_mv 10.1002/ajoc.201600387
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title Synthesis and Applications of 3-Methylene-4-(trifluoromethyl)azetidin-2-ones as Building Blocks for the Preparation of Mono- and Spirocyclic 4-CF3-[beta]-Lactams
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