@article{Abas:2016:10.1021/acs.joc.6b01684,
author = {Abas, H and Frampton, CS and Spivey, AC},
doi = {10.1021/acs.joc.6b01684},
journal = {Journal of Organic Chemistry},
pages = {9947--9956},
title = {Diels-Alder Reactions of α-Amido Acrylates with N-Cbz-1,2-dihydropyridine and Cyclopentadiene},
url = {http://dx.doi.org/10.1021/acs.joc.6b01684},
volume = {81},
year = {2016}
}

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TY  - JOUR
AB  - Thermal Diels-Alder reactions of α-amido acrylates with N-Cbz-1,2-dihydropyridine and cyclopentadiene have been explored to investigate the factors influencing the endo/exo selectivity. For the dihydropyridine, steric factors allowed the diastereoselectivity to be modulated to favor either endo- or exo-ester adducts. For cyclopentadiene, the endo-ester adducts were favored regardless of steric perturbation, although catalysis by bulky Lewis acids increased the proportion of exo-ester adducts in some cases. These Lewis acids were incompatible with the dihydropyridine diene as they induced its decomposition.
AU  - Abas,H
AU  - Frampton,CS
AU  - Spivey,AC
DO  - 10.1021/acs.joc.6b01684
EP  - 9956
PY  - 2016///
SN  - 1520-6904
SP  - 9947
TI  - Diels-Alder Reactions of α-Amido Acrylates with N-Cbz-1,2-dihydropyridine and Cyclopentadiene
T2  - Journal of Organic Chemistry
UR  - http://dx.doi.org/10.1021/acs.joc.6b01684
UR  - http://hdl.handle.net/10044/1/41517
VL  - 81
ER  - 

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