Journal
ORGANIC LETTERS
Volume 11, Issue 16, Pages 3694-3697Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol901454y
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- Natural Sciences and Engineering Research Council of Canada
- Merck-Frosst for funding
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The intramolecular variant of the homo-[3 + 2]-dipolar cycloaddition of nitrones (generated in situ from an aldehyde and a hydroxylamine) with donor-acceptor cyclopropanes allows for the efficient synthesis of bridged tetrahydro-1,2-oxazines. This domino sequence produces adducts amenable to reductive N-O bond cleavage producing cis-1,4-aminocyclohexanols in excellent yields.
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