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A New Reaction Type in the Conversion of Enamines with 1,4‐Diphenyl‐2‐butene‐1,4‐dione to Give Cage Compounds
Author(s) -
Kaupp Gerd,
Pogodda Uwe,
Atfah Adnan,
Meier Herbert,
Vierengel Anita
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199207681
Subject(s) - enamine , chemistry , acetal , cage , cycloaddition , type (biology) , double bond , medicinal chemistry , organic chemistry , catalysis , mathematics , combinatorics , ecology , biology
Spherical oxygenated heteropolycycles 3 , containing stable acetal groups of a hitherto unknown type, can be obtained with surprising ease by the action of simple enamines 1 ( n = 1–4) on the diketone 2 . An ene addition is followed by a thermal [2 + 2 + 2] cycloaddition of the two carbonyl groups to the enamine double bond. Mor = morpholino.