@article{comins_kuethe_miller_fevrier_brooks_2005, title={Diels-alder reactions of N-acyl-2-alkyl(aryl)-5-vinyl-2,3-dihydro-4-pyridones}, volume={70}, ISSN={["0022-3263"]}, DOI={10.1021/jo050559n}, abstractNote={Readily available N-acyl-5-vinyl-2,3-dihydro-4-pyridones undergo Diels-Alder cyclization with various dienophiles to afford novel octahydroquinolines containing synthetically useful functionality. With dihydropyridone 5 and cis-disubstituted dienophiles, the resulting cycloadducts were obtained as single diastereomers in good to excellent yield. The corresponding reaction of 5 with methyl acrylate, acrylonitrile, and phenyl vinyl sulfone showed modest preference for the endo adducts. The effect of the dihydropyridone C-2 and C-4 substituents on the degree of diastereofacial control was examined. By using this methodology, the core decahydroquinoline skeleton of gephyrotoxin was prepared in a stereocontrolled fashion. Interesting reactivity was observed with certain dienophiles leading to ring-opening of the initially formed cycloadducts. This tandem reaction provides a route to uniquely substituted beta-aminoketones, alcohols, and unnatural amino acids.}, number={13}, journal={JOURNAL OF ORGANIC CHEMISTRY}, author={Comins, DL and Kuethe, JT and Miller, TM and Fevrier, FC and Brooks, CA}, year={2005}, month={Jun}, pages={5221–5234} }
 @article{kuethe_comins_2004, title={Addition of indolyl and pyrrolyl grignard reagents to 1-acylpyridinium salts}, volume={69}, ISSN={["0022-3263"]}, DOI={10.1021/jo049943v}, abstractNote={Certain indolyl and pyrrolyl Grignard reagents add to 1-acyl salts of 4-methoxy-3-(triisopropylsilyl)pyridine to give the corresponding 1-acyl-2-heteroaryl-2,3-dihydro-4-pyridones in good to high yield. When the 1-acyl group contained a chiral auxiliary, (+/-)-trans-2-(alpha-cumyl)cyclohexyloxy, addition of the indolyl Grignards resulted in a separable mixture of diastereomeric 2,3-dihydro-4-pyridones.}, number={8}, journal={JOURNAL OF ORGANIC CHEMISTRY}, author={Kuethe, JT and Comins, DL}, year={2004}, month={Apr}, pages={2863–2866} }
 @article{kuethe_comins_2004, title={Asymmetric total synthesis of (+)-cannabisativine}, volume={69}, ISSN={["0022-3263"]}, DOI={10.1021/jo049724+}, abstractNote={The asymmetric total synthesis of natural (+)-cannabisativine 1 was completed in 19 steps and 7% overall yield. The key synthetic intermediate 29 was prepared with a high degree of stereocontrol in 12 steps starting from chiral 1-acylpyridinium salt 10. Addition of zinc enolate 11 to pyridinium salt 10 furnished dihydropyridone 12 containing two contiguous stereocenters of the correct absolute configuration. Luche reduction of ketone 16 afforded diol 17 in high yield (96%) and excellent diastereoselectivity. The Mukaiyama-Michael reaction of pyridones 27a/b with O-silyl ketene acetal 32 gave phenyl selenyl ketones 33a/b with complete stereoselectivity. Elimination of cis-beta-hydroxyselenides 34 and 35 effected the regiocontrolled preparation of tetrahydropyridine derivative 29. Several approaches to the macrocyclic ring closure of the 13-membered ring were investigated, ultimately leading to the completion of an asymmetric synthesis of the target compound with a high degree of stereocontrol.}, number={16}, journal={JOURNAL OF ORGANIC CHEMISTRY}, author={Kuethe, JT and Comins, DL}, year={2004}, month={Aug}, pages={5219–5231} }
 @article{kuethe_brooks_comins_2003, title={Diels-Alder reactions of 5-vinyl-1-acyl-2-aryl-2,3-dihydro-4-pyridones: regio- and stereoselective synthesis of octahydroquinolines}, volume={5}, ISSN={["1523-7052"]}, DOI={10.1021/ol027308a}, abstractNote={[reaction: see text] Readily available 5-vinyldihydropyridones 2 undergo Diels-Alder cyclization with various dienophiles to afford novel octahdroquinolines. The process is highly stereoselective and provides heterocyclic products containing synthetically useful functionality.}, number={3}, journal={ORGANIC LETTERS}, author={Kuethe, JT and Brooks, CA and Comins, DL}, year={2003}, month={Feb}, pages={321–323} }
 @article{kuethe_comins_2003, title={Tandem Diels-Alder cyclization/aromatization reactions of 5-vinyl-1-acyl-2-aryl-2,3-dihydro-4-pyridones}, volume={44}, ISSN={["0040-4039"]}, DOI={10.1016/S0040-4039(03)00930-4}, abstractNote={A tandem Diels–Alder cyclization/aromatization of 5-vinyl-2,3-dihydro-4-pyridones and various dienophiles is reported. The intermediate Diels–Alder cycloadduct undergoes an elimination/aromatization to provide β-amino-ketones, β-amino-alcohols, and unnatural amino acids containing useful functionality.}, number={22}, journal={TETRAHEDRON LETTERS}, author={Kuethe, JT and Comins, DL}, year={2003}, month={May}, pages={4179–4182} }