Enantioselective bromolactonization of cis-1,2-disubstituted olefinic acids using an amino-thiocarbamate catalyst

被引：107
|
作者：
Tan, Chong Kiat [1 ]
Le, Chencheng [1 ]
Yeung, Ying-Yeung [1 ]
机构：
[1] NUS, Dept Chem, Singapore 11754, Singapore
来源：
CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 46期
关键词：
ASYMMETRIC BROMOLACTONIZATION; BROMOCYCLIZATION; HALOCYCLIZATION; (+)-CP-99,994; HALOGENATION; ANTAGONIST; STRATEGIES; REDUCTION; KETONES; DESIGN;
D O I：
10.1039/c2cc31148h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A facile, highly regio- and enantioselective amino-thiocarbamate-catalyzed bromolactonization of cis-1,2-disubstituted olefinic acids has been developed. The use of the enantio-enriched lactones in the synthesis of chiral synthetic intermediates is also demonstrated.
引用
收藏
页码：5793 / 5795
页数：3
相关论文
共 42 条
  • [1] Asymmetric Bromolactonization Using Amino-thiocarbamate Catalyst
    Zhou, Ling
    Tan, Chong Kiat
    Jiang, Xiaojian
    Chen, Feng
    Yeung, Ying-Yeung
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (44) : 15474 - 15476
  • [2] Aminothiocarbamate-Catalyzed Asymmetric Bromolactonization of 1,2-Disubstituted Olefinic Acids
    Tan, Chong Kiat
    Zhou, Ling
    Yeung, Ying-Yeung
    ORGANIC LETTERS, 2011, 13 (10) : 2738 - 2741
  • [3] Enantioselective Bromoaminocyclization Using Amino-Thiocarbamate Catalysts
    Zhou, Ling
    Chen, Jie
    Tan, Chong Kiat
    Yeung, Ying-Yeung
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (24) : 9164 - 9167
  • [4] Synthesis and conformation of cis-1,2-disubstituted
    Han, XY
    Wang, MA
    Liang, XM
    Wang, DQ
    CHINESE JOURNAL OF CHEMISTRY, 2004, 22 (06) : 563 - 567
  • [5] Synthesis and Conformation of cis-1,2-Disubstituted Cyclododecene
    韩翔宇
    王明安
    梁晓梅
    王道全
    Chinese Journal of Chemistry, 2004, (06) : 563 - 567
  • [6] Enantioselective Bromolactonization Using an S-Alkyl Thiocarbamate Catalyst
    Jiang, Xiaojian
    Tan, Chong Kiat
    Zhou, Ling
    Yeung, Ying-Yeung
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (31) : 7771 - 7775
  • [7] Enantioselective Iodolactonization of Disubstituted Olefinic Acids Using a Bifunctional Catalyst
    Fang, Chao
    Paull, Daniel H.
    Hethcox, J. Caleb
    Shugrue, Christopher R.
    Martin, Stephen F.
    ORGANIC LETTERS, 2012, 14 (24) : 6290 - 6293
  • [8] Synthesis and Conformation Analysis of cis-1,2-Disubstituted Cyclododecanes
    韩翔宇
    王明安
    李太公
    梁晓梅
    董燕红
    陈馥衡
    王道全
    Chinese Journal of Structural Chemistry, 2007, (06) : 625 - 631
  • [9] Synthesis and conformation analysis of cis-1,2-disubstituted cyclododecanes
    Han Xiang-Yu
    Wang Ming-An
    Li Tai-Gong
    Liang Xiao-Mei
    Dong Yan-Hong
    Chen Fu-Heng
    Wang Dao-Quan
    CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2007, 26 (06) : 625 - 631
  • [10] Synthesis and Conformation Analysis of cis-1,2-Disubstituted Cyclododecanes
    韩翔宇
    王明安
    李太公
    梁晓梅
    董燕红
    陈馥衡
    王道全
    结构化学, 2007, (06) : 625 - 631
12345