cheminform abstract: synthesis of tetrahydro- and dihydropyridines by hetero diels—alder reactions...

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1998 pyridine derivatives pyridine derivatives R 0380 48 - 141 Synthesis of Tetrahydro- and Dihydropyridines by Hetero Diels–Alder Reactions of Enantiopure α,β-Unsaturated Sulfinimines. The hetero Diels-Alder reaction of the sulfinimine (I) proceeds with good endo/exo selectivity, but the induced diastereoselectivity is low. Interestingly, in the intramolecular reaction of the sulfinimine (IX), the induced diastereoselectivity is higher, while the endo/exo selectivity is lower. Treatment of the products with Me 2 SO 4 /MeLi can provide dihydropyridines. — (TIETZE, L. F.; SCHUFFENHAUER, A.; Eur. J. Org. Chem. (1998) 8, 1629-1637; Inst. Org. Chem., Georg-August-Univ., D-37077 Goettingen, Germany; EN) 1

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1998 pyridine derivatives

pyridine derivativesR 0380

48 - 141Synthesis of Tetrahydro- and Dihydropyridines by Hetero Diels–AlderReactions of Enantiopure α,β-Unsaturated Sulfinimines. — Thehetero Diels-Alder reaction of the sulfinimine (I) proceeds with good endo/exoselectivity, but the induced diastereoselectivity is low. Interestingly, in theintramolecular reaction of the sulfinimine (IX), the induced diastereoselectivityis higher, while the endo/exo selectivity is lower. Treatment of the productswith Me2SO4/MeLi can provide dihydropyridines. — (TIETZE, L. F.;SCHUFFENHAUER, A.; Eur. J. Org. Chem. (1998) 8, 1629-1637; Inst. Org.Chem., Georg-August-Univ., D-37077 Goettingen, Germany; EN)

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