Synthesis of homochiral spiro[4.4] nonane-1,6-diols  

作　　者：蒋耀忠 鄢明 孙健 胡文浩 李智 宓爱巧 陈新滋 

机构地区：[1]Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, China [2]Department of Applied Biology and Chemical Technology, the Hong Kong Polytechnic University,Hong Kong, China

出　　处：《Chinese Journal of Chemistry》1998年第3期258-263,共6页中国化学（英文版）

基　　金：Project(29572068)supported by the National Natural Science Foundation of China.

摘　　要：Homochiral cis, cis-; cis,trans- and trans, trans-spiro[4.4]nonane-1,6-diols were prepared via diastereoselective reduction of enantiomerically pure spiro[4.4]nonane-1,6-dione (1) with the corresponding reducing agents: lithium n-butyldiisobutylaluminium hydride for cis,cis-diol (2) with 88% yield; BH3. HF for cis,trans-diol (3) with 91% yield; LiAlH4 for trans,trans-diol (4) with 15% yield.Homochiral cis, cis-; cis,trans- and trans, trans-spiro[4.4]nonane-1,6-diols were prepared via diastereoselective reduction of enantiomerically pure spiro[4.4]nonane-1,6-dione (1) with the corresponding reducing agents: lithium n-butyldiisobutylaluminium hydride for cis,cis-diol (2) with 88% yield; BH3. HF for cis,trans-diol (3) with 91% yield; LiAlH4 for trans,trans-diol (4) with 15% yield.

关 键 词：HOMOCHIRAL spiro[4.4]nonane-1 6-diol reduction 

分 类 号：O621[理学—有机化学]