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2005
Pyridine derivatives
R 0380
Stereoselective Synthesis of 2,6-Disubstituted Tetrahydropyridines via
Reactions. — The aza-Diels—Alder reaction of diene (II), gener21- 150 Aza-Diels—Alder
ated conveniently from sulfolene (I), with imines derived from aldehydes and amine
hydrochlorides provides access to 2,6-disubstituted tetrahydropyridine products. Factors influencing the stereochemical course and the reactivity are studied. It is found that
lower reaction temperatures favor the kinetic cis-products, whereas higher temperatures favor the thermodynamic trans products. — (CHOU*, S.-S. P.; CHEN, K.-W.;
Synth. Commun. 34 (2004) 24, 4573-4582; Dep. Chem., Fu Jen Cathol. Univ.,
Taipei 24205, Taiwan; Eng.) — H. Toeppel
2005
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