Enantioselective Total Syntheses of Trichodermamides A and B

被引：27
|
作者：
Wan, Xiaobo [1 ]
Joullie, Madeleine M. [1 ]
机构：
[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 51期
关键词：
D O I：
10.1021/ja807011b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Starting from commercially available (-)-quinic acid, the enantioselective total syntheses of trichodermamides A and B were achieved. The key reactions involve the stereoselective construction of the oxazine ring via an intramolecular epoxide ring opening reaction and an EDCl-assisted peptide coupling reaction,
引用
收藏
页码：17236 / +
页数：3
相关论文
共 50 条
  • [31] ENANTIOSELECTIVE TOTAL SYNTHESES OF INDOLIZIDINE ALKALOIDS 167B AND 209D
    POLNIASZEK, RP
    BELMONT, SE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 199 : 27 - ORGN
  • [32] ENANTIOSELECTIVE TOTAL SYNTHESES OF INDOLIZIDINE ALKALOIDS 167B AND 209D
    POLNIASZEK, RP
    BELMONT, SE
    JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (15): : 4688 - 4693
  • [33] Efficient Enantioselective Syntheses of (+)-Dalesconol A and B
    Zhao, Guoqing
    Xu, Guangqing
    Qian, Chao
    Tang, Wenjun
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (09) : 3360 - 3363
  • [34] Efficient Enantioselective Syntheses of (+)-Dalesconol A and B
    Tang, Wenjun (tangwenjun@sioc.ac.cn), 1600, American Chemical Society (139):
  • [35] Enantioselective Total Syntheses of (-)-Palau'amine, (-)-Axinellamines, and (-)-Massadines
    Seiple, Ian B.
    Su, Shun
    Young, Ian S.
    Nakamura, Akifumi
    Yamaguchi, Junichiro
    Jorgensen, Lars
    Rodriguez, Rodrigo A.
    O'Malley, Daniel P.
    Gaich, Tanja
    Koeck, Matthias
    Baran, Phil S.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (37) : 14710 - 14726
  • [36] Enantioselective Total Syntheses of (-)-Silicine and (-)-20-Episilicine
    Ataka, Yoshihiro
    Kitajima, Mariko
    Ishikawa, Hayato
    ORGANIC LETTERS, 2023, 25 (42) : 7601 - 7605
  • [37] Enantioselective Total Syntheses of Manginoids A and C and Guignardones A and C
    Zong, Yan
    Xu, Ze-Jun
    Zhu, Rong-Xiu
    Su, Ai-Hong
    Liu, Xu-Yuan
    Zhu, Ming-Zhu
    Han, Jing-Jing
    Zhang, Jiao-Zhen
    Xu, Yu-Liang
    Lou, Hong-Xiang
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (28) : 15286 - 15290
  • [38] Enantioselective Biomimetic Total Syntheses of Katsumadain and Katsumadain C
    Zhang, Pengtao
    Wang, Yongguang
    Bao, Ruiyang
    Luo, Tuoping
    Yang, Zhen
    Tang, Yefeng
    ORGANIC LETTERS, 2012, 14 (01) : 162 - 165
  • [39] Enantioselective total syntheses of isodomoic acids G & H
    Ni, Y
    Amarasinghe, KKD
    Chevliakov, MV
    Montgomery, J
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U170 - U170
  • [40] Catalytic enantioselective total syntheses of bisorbicillinolide, bisorbicillinol, and bisorbibutenolide
    Hong, R
    Chen, YG
    Deng, L
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (22) : 3478 - 3481
12345