Application of the intramolecular azomethine imine cycloaddition to the construction of a novel, orthogonally protected spirodiamino acid scaffold. Dolle, R., E., Barden, M., C., Brennan, P., E., Ahmed, G., Tran, V., & Ho, D., M. Tetrahedron Letters, 40(15):2907-2908, Elsevier Science Ltd., 1999.
Paper
Website doi abstract bibtex 1 download Hydrazone 4 undergoes tandem intramolecular Michael addition - intramolecular azomethine imine cyctoaddition in ethanol at reflux to furnish the tricyclic pyrazoline methyl ester 3 in 75% yield. A five-step conversion of 3 to N1-Alloc-6-(N-Boc-aminomethyl)-1-azaspiro[4.4]nonane-2-acetic acid 1 provides access to a unique tri-functionalized scaffold for combinatorial chemistry.
@article{
title = {Application of the intramolecular azomethine imine cycloaddition to the construction of a novel, orthogonally protected spirodiamino acid scaffold},
type = {article},
year = {1999},
keywords = {Azomethine imine,Combinatorial chemistry,Intramolecular dipolar cycloaddition},
pages = {2907-2908},
volume = {40},
websites = {http://ac.els-cdn.com/S0040403999003913/1-s2.0-S0040403999003913-main.pdf?_tid=af2f7520379c30b77ee94519e36e3cd5&acdnat=1345640752_fee1324a179d50e72045a8799ac97ad9,http://www.sciencedirect.com/science/article/pii/S0040403999003913},
publisher = {Elsevier Science Ltd.},
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created = {2015-10-07T14:20:51.000Z},
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last_modified = {2018-09-03T10:20:45.707Z},
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citation_key = {Dolle1999},
source_type = {Journal Article},
notes = {<b>From Duplicate 1 (<i>Application of the intramolecular azomethine imine cycloaddition to the construction of a novel, orthogonally protected spirodiamino acid scaffold</i> - Dolle, Roland E; Barden, Michael C; Brennan, Paul E; Ahmed, Gulzar; Tran, Vinh; Ho, Douglas M)<br/></b><br/>CAPLUS AN 1999:240164(Journal)},
private_publication = {false},
abstract = {Hydrazone 4 undergoes tandem intramolecular Michael addition - intramolecular azomethine imine cyctoaddition in ethanol at reflux to furnish the tricyclic pyrazoline methyl ester 3 in 75% yield. A five-step conversion of 3 to N1-Alloc-6-(N-Boc-aminomethyl)-1-azaspiro[4.4]nonane-2-acetic acid 1 provides access to a unique tri-functionalized scaffold for combinatorial chemistry.},
bibtype = {article},
author = {Dolle, Roland E. and Barden, Michael C. and Brennan, Paul E. and Ahmed, Gulzar and Tran, Vinh and Ho, Douglas M.},
doi = {10.1016/S0040-4039(99)00391-3},
journal = {Tetrahedron Letters},
number = {15}
}