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化学学报
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化学学报 ›› 1988, Vol. 46 ›› Issue (9): 908-912. 上一篇    下一篇

研究论文

烯丙基-1,1-偕二醇二醋酸酯作为a^1, a^3合成子的研究: 合成双环[3.3.1]壬烷-9-酮衍生物的简便方法及其反应机理

黄煜津;陆熙炎   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1988-09-15

Allylic geminal diacetates as a^1, a^3 synthon A convenient synthesis of bicyclo (3.3.1) nonan-9-one derivatives and its mechanism

HUANG YUJIN;LU XIYAN   

  • Published:1988-09-15

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本文报道了钯催化下, 从烯丙基-1,1-偕二醇二醋酸酯和N-(1-环己烯)-四氢吡咯反应一步合成2-乙酰氧基双环[3.3.1]壬烷-9-酮衍生物的简便方法, 并且对可能的反应机理进行了讨论.

关键词: 乙酸酯, 反应机理, 双环, 四氢化物, 吡咯 P, 钯络合物, 烯丙基, 环己烯 P, 酮 P, 壬烷 P

2-Acetoxybicyclo[3.3.1]nonan-9-one derivatives I (R, R1 = H, H; Me, H; H, Me) could be synthesized from the reaction of RCH:CR1CH(OAc)2 with pyrrolidine enamine of cyclohexanone under the catalysis of palladium complex in one step. The possible mechanism of this novel reaction is discussed.

Key words: ACETIC ACID ESTER, REACTION MECHANISM, BICYCLIC, TETRAHYDRO-COMPOUNDS, PYRROLE P, PALLADIUM COMPLEX, ALLYL GROUP, CYCLOHEXENE P, KETONE P, NONANE P

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