Reduction of 1-substituted 7-chloro-7-fluoronorcaranes with tributyltin hydride

…, T Ishihara, E Ohtani, H Sawada

文献索引：Ando, Teiichi; Ishihara, Takashi; Ohtani, Eiichi; Sawada, Hiroki Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4446 - 4450

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摘要

The stereospecificity of the reduction of 1-fluoro-(l), 1-methoxy-(2), 1-(methoxycarbony1)-(3), 1-(trimethylsily1)-(4), 1-methyl-(5), and 1-unsubstituted 7-chloro-7-fluoronorcarane (6) with neat tributyltin hydride has been measured and found to decrease in the order 5= 4> 6> 3> 2> 1. This suggests that the configurational stability of the 7-fluoro-7-norcaryl radical is affected by the substituent situated at the position 8 to the radical center; the 8- ...