RETRACTED: Asymmetric Synthesis of Apratoxin E (Retracted article. See vol. 82, pg. 11310, 2017)

被引:12
|
作者
Mao, Zhuo-Ya [1 ,2 ]
Si, Chang-Mei [1 ]
Liu, Yi-Wen [2 ]
Dong, Han-Qing [2 ]
Wei, Bang-Guo [1 ]
Lin, Guo-Qiang [1 ,2 ]
机构
[1] Fudan Univ, Sch Pharm, Dept Nat Prod Chem, 826 Zhangheng Rd, Shanghai 201203, Peoples R China
[2] Fudan Univ, Inst Biomed Sci, 130 Dongan Rd, Shanghai 200032, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 20期
基金
中国国家自然科学基金;
关键词
BIOLOGICAL EVALUATION; CONFORMATIONAL-ANALYSIS; OXAZOLINE ANALOG; NATURAL-PRODUCTS; CYCLODEPSIPEPTIDE; POTENT; LIPODEPSIPEPTIDES; COLLECTION; PROGRESS; PATHWAY;
D O I
10.1021/acs.joc.6b02086
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for asymmetric synthesis of apratoxin E 2 is described in this report. The chiral lactone 8, recycled from the degradation of saponin glycosides, was utilized to prepare the non-peptide fragment 6. In addition to this "from nature to nature" strategy, olefin cross-metathesis (CM) was applied as an alternative approach for the formation of the double bond. Moreover, pentafluorophenyl diphenylphosphinate was found to be an efficient condensation reagent for the macrocyclization.
引用
收藏
页码:9903 / 9911
页数:9
相关论文
共 50 条
  • [11] RETRACTED: EXPRESSION OF CONCERN (Retracted article. See vol. 55, pg. 283, 2021)
    Chaudry, Irshad H.
    Lang, Charles H.
    SHOCK, 2015, 43 (06): : 620 - 620
  • [12] RETRACTED: Stalking by females (Retracted article. See vol. 54, pg. 181, 2014)
    Carabellese, F.
    La Tegola, D.
    Alfarano, E.
    Tamma, M.
    Candelli, C.
    Catanesi, R.
    MEDICINE SCIENCE AND THE LAW, 2013, 53 (03) : 123 - 131
  • [13] RETRACTED: Autopsies of the center (Retracted article. See vol. 42, pg. 359, 2015)
    Barnett, R. -L. Etienne
    NEOHELICON, 2010, 37 (02) : 479 - 487
  • [14] RETRACTED: Riemann Integration (Retracted article. See vol. 25, pg. 1473, 2020)
    Patil, D. P.
    RESONANCE-JOURNAL OF SCIENCE EDUCATION, 2006, 11 (11): : 61 - 80
  • [15] RETRACTED: The weapons effect (Retracted article. See vol. 22, pg. 96, 2018)
    Benjamin, Arlin James, Jr.
    Bushman, Brad J.
    CURRENT OPINION IN PSYCHOLOGY, 2018, 19 : 93 - 97
  • [16] RETRACTED: Mosaics and haemophilia (Retracted article. See vol. 16, pg. 972, 2010)
    Kasper, C. K.
    Buzin, C. H.
    HAEMOPHILIA, 2009, 15 (06) : 1181 - 1186
  • [17] RETRACTED: Apories cioraniennes (Retracted article. See vol. 42, pg. 359, 2015)
    Barnett, R. -L. Etienne
    NEOHELICON, 2011, 38 (01) : 177 - 185
  • [18] RETRACTED: Biomimetic total synthesis of (+)-himbacine (Retracted article. See vol. 17, pg. 3190, 2015)
    Tchabanenko, K
    Adlington, RM
    Cowley, AR
    Baldwin, JE
    ORGANIC LETTERS, 2005, 7 (04) : 585 - 588
  • [19] RETRACTED: Targeting Mycobacterial Enzymes with Natural Products (Retracted article. See vol. 24, pg. 532, 2017)
    Sieniawska, Elwira
    CHEMISTRY & BIOLOGY, 2015, 22 (10): : 1288 - 1300
  • [20] RETRACTED: Can Branding Improve School Lunches? (Retracted article. See vol. 171, pg. 1230, 2017)
    Wansink, Brian
    Just, David R.
    Payne, Collin R.
    ARCHIVES OF PEDIATRICS & ADOLESCENT MEDICINE, 2012, 166 (10): : 967 - 968