Palladium-catalyzed deracemization of allylic carbonates in water with formation of allylic alcohols:: Hydrogen carbonate ion as nucleophile in the palladium-catalyzed allylic substitution and kinetic resolution

被引：93
|
作者：
Lüssem, BJ [1 ]
Gais, HJ [1 ]
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 20期
关键词：
D O I：
10.1021/ja034109t
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
引用
收藏
页码：6066 / 6067
页数：2
相关论文
共 50 条
  • [1] Palladium-Catalyzed Allylic Substitution Reaction of Benzothiazolylacetamide with Allylic Alcohols in Water
    Pan, Shulei
    Wu, Binqiang
    Hu, Jinjin
    Xu, Ruigang
    Jiang, Min
    Zeng, Xiaofei
    Zhong, Guofu
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (16): : 10111 - 10119
  • [2] Palladium-Catalyzed Aminocarbonylation of Allylic Alcohols
    Li, Haoquan
    Neumann, Helfried
    Beller, Matthias
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (29) : 10050 - 10056
  • [3] Palladium-catalyzed allylic substitution of allyl vinyl carbonate
    Mori, M
    Nishimata, T
    Nagasawa, Y
    Sato, Y
    ADVANCED SYNTHESIS & CATALYSIS, 2001, 343 (01) : 34 - 36
  • [4] Palladium-Catalyzed Substitution of Allylic Fluorides
    Hazari, Amaruka
    Gouverneur, Veronique
    Brown, John M.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (07) : 1296 - 1299
  • [5] Palladium-Catalyzed Enantioselective Allylic Substitution
    Milhau, Ludovic
    Guiry, Patrick J.
    TRANSITION METAL CATALYZED ENANTIOSELECTIVE ALLYLIC SUBSTITUTION IN ORGANIC SYNTHESIS, 2012, 38 : 95 - 153
  • [6] Selectivity in Palladium-Catalyzed Allylic Substitution
    Poli, Giovanni
    Prestat, Guillaume
    Liron, Frederic
    Kammerer-Pentier, Claire
    TRANSITION METAL CATALYZED ENANTIOSELECTIVE ALLYLIC SUBSTITUTION IN ORGANIC SYNTHESIS, 2012, 38 : 1 - 63
  • [7] Palladium-catalyzed allylic allenylation of homoallyl alcohols with propargylic carbonates
    Zhou, Ping-Xin
    Wang, Murong
    Li, Xiang
    Du, Xueyan
    Yang, Xiaozhe
    Wang, Han
    Sun, Tangqiang
    Ren, Feng
    Liang, Yong-Min
    ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (08) : 2033 - 2038
  • [8] Direct use of allylic alcohols and allylic amines in palladium-catalyzed allylic amination
    Jing, Jiangyan
    Huo, Xiaohong
    Shen, Jiefeng
    Fu, Jingke
    Meng, Qinghua
    Zhang, Wanbin
    CHEMICAL COMMUNICATIONS, 2017, 53 (37) : 5151 - 5154
  • [9] Palladium-catalyzed allylic substitution on solid support
    Tietze, LF
    Hippe, T
    Steinmetz, A
    CHEMICAL COMMUNICATIONS, 1998, (07) : 793 - 794
  • [10] Palladium-Catalyzed Allylic Substitution for the Synthesis of Pericosines
    Chung, Cheng-Yu
    Angamuthu, Venkatachalam
    Li, Long-Shiang
    Hou, Duen-Ren
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 5 (11) : 1327 - 1333
12345