Citation: Wei Xing CHEN, Jian Ping JIANG, Ju GAO, Jian Xie CHEN, Wen Bing SHEN. AN EFFICIENT SYNTHESIS OF △'-PYRROLINES AND 8-AZABICYCLO[3,2,1]-OCTANES VIA THE LOW-VALENT TITANIUM INDUCED REDUCTIVE CYCLIZATION OF NITRO-KETONES[J]. Chinese Chemical Letters, ;1991, 2(6): 439-440. shu

AN EFFICIENT SYNTHESIS OF △'-PYRROLINES AND 8-AZABICYCLO[3,2,1]-OCTANES VIA THE LOW-VALENT TITANIUM INDUCED REDUCTIVE CYCLIZATION OF NITRO-KETONES

Department of Chemistry, Nanjing University, Nanjing, 210008

Received Date: 25 March 1991

Fund Project: This work was supported by the National Science Foundation of China.We gratefully acknowledge the work of Mr. Zhou Zhongyuan in determing the stereochemistry of (4a).

Reduction of 4-nitroketones with TiCl₄-Zn reagent affords △'-pyrrolines(2);a special case is the formation of 8-azabicyclo[3,2,1]octane(4) from 4-nitro-1,7-alkadione(3) by the same method;the stereochemistry has been confirmed by X-ray crystal structure determination of (4a).
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