高等学校化学学报 ›› 2003, Vol. 24 ›› Issue (9): 1618.

• 研究简报 • 上一篇    下一篇

烯丙基溴化钐与羰基化合物反应合成高烯丙基醇

余明新, 张永敏   

  1. 浙江大学化学系, 杭州 310027
  • 收稿日期:2002-09-20 出版日期:2003-09-24 发布日期:2003-09-24
  • 通讯作者: 余明新(1964年出生),男,博士,副教授,从事有机合成研究.E-mail:mingxinyu@css.zju.edu.cn E-mail:mingxinyu@css.zju.edu.cn
  • 基金资助:

    国家自然科学基金(批准号:29872010)

Synthesis of Homoallyl Alcohol by Allyl samarium Bromide and Carbonyl Compounds

YU Ming-Xin, ZHANG Yong-Min   

  1. Department of Chemistry, Zhejiang University, Hangzhou 310027, China
  • Received:2002-09-20 Online:2003-09-24 Published:2003-09-24

摘要: 高烯丙基醇是有机合成中的一类非常重要的中间体,以烯丙基金属试剂与羰基化合物加成反应为其主要合成方法,常用的金属烯丙基化合物有烯丙基锂(镁、锌、硼、铟、硅、锡、钛)等.由于烯丙基的Grignard试剂制备过程中常伴随着大量的烯丙基偶联反应,所以用烯丙基的Grignard试剂来合.

关键词: 金属钐, 烯丙基溴化钐, 高烯丙基醇, 加成反应

Abstract: Samarium reacts with allyl bromide to form allylsamarium bromide at room temperature in THF. And allylsamarium bromide reacts with carbonyl compounds to give homoallyl alcohols. The yields of products for aromatic aldehydes are higher than those of the products for aliphatic aldehydes. The effect of the group on aromatic ring is not obvious. Two molar allylsamarium bromide reacts with a molar ester to produce the corresponding homoallyl alcohol. The structures of products were characterized by IR, 1HNMR and MSspectra.

Key words: Samarium, Allylsamarium bromide, Homoallyl alcohol, Addition

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