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[摘要]:Unsatd. keto-lactams, e.g. I [X = (CH2)n, n = 1,2], undergo sequential conjugate redn.-aldol cyclization on treatment with SmI2 to give syn-spirocyclic pyrrolidinones and piperidinones contg. vicinal, fully substituted stereocenters, e.g. II, with complete diastereocontrol. The substituent on nitrogen and the lactam ring size have a marked impact on the efficiency of the spirocyclization. |
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