Interesting Behavior of α,β-Unsaturated Oximes in Intramolecular [4 + 2] Cycloaddition Reactions

Intramolecular [4 + 2] cycloaddition using α,β-unsaturated oximes was explored. The reactions proceeded under unusually facile conditions to furnish the nitrones. The latter were subsequently reacted with DMAD to afford [3 + 2] cycloaddition products.

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Published in:Organic letters 2004-06, Vol.6 (12), p.1931-1934
Main Authors: François, David, Maden, Amy, Murray, William V
Format: Article
Language:English
Subjects:
Cyclization
Isoxazoles - chemical synthesis
Molecular Conformation
Nitrogen Oxides - chemistry
Oximes - chemical synthesis
Oximes - chemistry
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cited_by cdi_FETCH-LOGICAL-a311t-ae6f7673308bc5a59c0e277c856ac1a4278722cd4a7087c92b9ca068a82a3d3e3
cites cdi_FETCH-LOGICAL-a311t-ae6f7673308bc5a59c0e277c856ac1a4278722cd4a7087c92b9ca068a82a3d3e3
container_end_page 1934
container_issue 12
container_start_page 1931
container_title Organic letters
container_volume 6
creator François, David
Maden, Amy
Murray, William V
description Intramolecular [4 + 2] cycloaddition using α,β-unsaturated oximes was explored. The reactions proceeded under unusually facile conditions to furnish the nitrones. The latter were subsequently reacted with DMAD to afford [3 + 2] cycloaddition products.
doi_str_mv 10.1021/ol049640n
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source American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)
subjects Cyclization
Isoxazoles - chemical synthesis
Molecular Conformation
Nitrogen Oxides - chemistry
Oximes - chemical synthesis
Oximes - chemistry
title Interesting Behavior of α,β-Unsaturated Oximes in Intramolecular [4 + 2] Cycloaddition Reactions
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