. alpha.-Effect nucleophiles: a novel and convenient method for the synthesis of dibenzo [a, d] cycloheptenimines

TR Lamanec, DR Bender, AM DeMarco…

Index: Rothauser Lamanec; Bender; DeMarco; Karady; Reamer; Weinstock Journal of Organic Chemistry, 1988 , vol. 53, # 8 p. 1768 - 1774

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Citation Number: 33

Abstract

drawn considerable recent attention3 as an anticonvulsant and neuroprotective agent that is a noncompetitive N-methyl-D-aspartate receptor antag~ nist.~ The previous synthesis of la from the readily available tricyclic ketone 2 proceeds in satisfactory yield, but it requires nine steps. 2 This approach involves formation of an oxime at C-10, reduction to a hydroxylamine, and then ring closure into an exocyclic double bond at C-5. We describe here a shorter ( ...