有机化学 ›› 2016, Vol. 36 ›› Issue (3): 447-459.DOI: 10.6023/cjoc201512009 上一篇    下一篇

综述与进展

烯醇酯的不对称催化氢化研究进展

王志惠a, 张振锋a, 刘燕刚a, 张万斌a,b   

  1. a 上海交通大学药学院 上海 200240;
    b 上海交通大学化学化工学院 上海 200240
  • 收稿日期:2015-12-07 修回日期:2016-01-06 发布日期:2016-01-15
  • 通讯作者: 张振锋, 张万斌 E-mail:wanbin@sjtu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 21572131)和上海市科学技术委员会(No. 14XD1402300)资助项目.

Development of the Asymmetric Hydrogenation of Enol Esters

Wang Zhihuia, Zhang Zhenfenga, Liu Yanganga, Zhang Wanbina,b   

  1. a School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240;
    b School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240
  • Received:2015-12-07 Revised:2016-01-06 Published:2016-01-15
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21572131) and the Science and Technology Commission of Shanghai Municipality (No. 14XD1402300).

手性醇具有重要而广泛的应用价值, 其不对称制备一直是有机合成领域的研究重点和热点. 其中, 不对称催化尤其是不对称催化氢化, 以其高效、绿色和经济等优势正逐渐在手性醇的工业化制备中显示出巨大的潜能. 首次对烯醇酯不对称催化氢化合成手性醇领域进行了综述, 全面地介绍了各种结构类型和取代形式烯醇酯的不对称催化氢化研究现状, 系统地分析了不同手性配体的过渡金属配合物催化剂的优势与不足, 进而从新底物、新配体以及新金属等方面对该领域的发展方向进行了探讨.

关键词: 烯醇酯, 手性醇, 不对称氢化, 钌催化, 铑催化

Chiral alcohols are an important class of compounds and possess a broad array of applications, thus their asymmetric preparation is an important area of research in the field of organic synthesis. Amongst methodologies for the preparation of such compounds, catalytic asymmetric hydrogenation has gained widespread interest due to its efficiency, environmentally friendliness and economic advantages, and is gradually becoming a technology with great potential for the industrial preparation of chiral alcohols. This review provides the first overview for the catalytic asymmetric hydrogenation of enol esters for the synthesis of chiral alcohols. A comprehensive and up-to-date introduction are given for a number of different substrates. A thorough analysis is provided concerning the advantages and disadvantages of different chiral ligands and their transition-metal complexes. Finally, a brief discussion relating to developments and potential areas of further research concerning new substrates, new ligands and new catalytic metals, is presented.

Key words: enol esters, chiral alcohols, asymmetric hydrogenation, Ru-catalyzed, Rh-catalyzed