TETRAHEDRON, cilt.52, sa.42, ss.13455-13466, 1996 (SCI-Expanded)
Imines of 1-ethyl-3-amino-1,3-dihydro-5-phenyl-(2H)-1,4-benzodiazepine-2-one undergo thermal (toluene, 110 degrees C) or LiBr-DBU catalysed (MeCN, room temperature) regio- and stereo-specific cycloaddition to a range of achiral and chiral dipolarophiles giving racemic and homochiral spiro (pyrrolidinyl-2,3'-benzodiazepine) cycloadducts respectively in excellent yield. The reactions proceed via intermediate NH azomethine ylides and lithe azomethine ylides respectively. Copyright (C) 1996 Elsevier Science Ltd