Synthesis of prelactone B

被引:0
|
作者
Hanefeld, U [1 ]
Hooper, AM [1 ]
Staunton, J [1 ]
机构
[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
来源
SYNTHESIS-STUTTGART | 1999年 / 03期
关键词
prelactone B; Streptomyces griseus; avermectin; polyketide synthase; aldol reaction;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Prelactone B (1a) and its isomer 1b are possible products of a truncated avermectin polyketide synthase. In order to make them available as reference compounds they were synthesized in a six-step synthesis with 56% overall yield.
引用
收藏
页码:401 / 403
页数:3
相关论文
共 50 条
  • [1] An efficient synthesis of (+)-prelactone B
    Yadav, JS
    Reddy, KB
    Sabitha, G
    TETRAHEDRON LETTERS, 2004, 45 (34) : 6475 - 6476
  • [2] Synthesis of (+)-prelactone B
    Chakraborty, TK
    Tapadar, S
    TETRAHEDRON LETTERS, 2003, 44 (12) : 2541 - 2543
  • [3] An asymmetric synthesis of (-)-prelactone B
    Salaskar, AA
    Mayekar, NV
    Sharma, A
    Nayak, SK
    Chattopadhyaya, A
    Chattopadhyay, S
    SYNTHESIS-STUTTGART, 2005, (16): : 2777 - 2781
  • [4] Total syntheses of Prelactone V and Prelactone B
    Raghavendra, S.
    Tadiparthi, Krishnaji
    Yadav, J. S.
    CARBOHYDRATE RESEARCH, 2017, 442 : 17 - 19
  • [5] Application of silacyclic allylsilanes to the synthesis of β-hydroxy-δ-lactones: synthesis of Prelactone B
    Sellars, Jonathan D.
    Steel, Patrick G.
    TETRAHEDRON, 2009, 65 (28) : 5588 - 5595
  • [6] Asymmetric synthesis of 4,5-disubstituted 3-hydroxy δ-lactones:: Prelactone B and prelactone V
    Enders, D
    Haas, M
    SYNLETT, 2003, (14) : 2182 - 2184
  • [7] First concise total synthesis of 5-epi-prelactone B
    Srihari, P.
    Ravindar, K.
    Somaiah, R.
    Yadav, J. S.
    SYNTHETIC COMMUNICATIONS, 2008, 38 (09) : 1389 - 1397
  • [8] Enantioselective synthesis of prelactone B using a proline-catalyzed crossed-aldol reaction
    Pihko, PM
    Erkkilä, A
    TETRAHEDRON LETTERS, 2003, 44 (41) : 7607 - 7609
  • [9] anti-Aldol reactions of chiral alcohol-substituted vinylogous urethanes and the synthesis of (-)-prelactone B
    Li, Yu-Jang
    Hung, Hsiu-Yin
    Liu, Yu-Wei
    Lin, Pei-Jhen
    Huang, Hung-Jyun
    TETRAHEDRON, 2011, 67 (05) : 927 - 935
  • [10] Synthetic Approaches of Prelactone and Its Analogues: A Review
    Tadiparthi, Krishnaji
    Devaroy, Monisha J. L.
    Panigrahi, Amrita
    Sakirolla, Raghavendra
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (08) : 2084 - 2104