INTERMOLECULAR POLAR [4-PI(-PI]-CYCLOADDITIONS OF CATIONIC 2-AZABUTADIENES FROM THIOMETHYLAMINES - A NEW AND EFFICIENT METHOD FOR THE REGIOSELECTIVE AND DIASTEREOSELECTIVE SYNTHESIS OF 1,2,3,4-TETRAHYDROQUINOLINES()+2)
U. Beifuss et S. Ledderhose, INTERMOLECULAR POLAR [4-PI(-PI]-CYCLOADDITIONS OF CATIONIC 2-AZABUTADIENES FROM THIOMETHYLAMINES - A NEW AND EFFICIENT METHOD FOR THE REGIOSELECTIVE AND DIASTEREOSELECTIVE SYNTHESIS OF 1,2,3,4-TETRAHYDROQUINOLINES()+2), Journal of the Chemical Society, Chemical Communications, (20), 1995, pp. 2137-2138
Substituted 1,2,3,4-tetrahydroquinolines and related condensed nitroge
n-heterocycles are formed highly regio- and diastereo-selectively with
yields ranging from 57 to 100% by intermolecular polar [4 pi(+) + 2 p
i] cycloadditions of cationic 2-azabutadienes from thiomethylamines an
d various dienophiles.