Towards a mechanistic insight into the Julia-Colonna asymmetric epoxidation of α, β-unsaturated ketones using discrete lengths of poly-leucine.

被引:33
作者
Bentley, PA [1 ]
Cappi, MW
Flood, RW
Roberts, SM
Smith, JA
机构
[1] Univ Liverpool, Dept Chem, Liverpool L69 3BX, Merseyside, England
[2] Univ Liverpool, Sch Biol Sci, Liverpool L69 3BX, Merseyside, England
基金
英国生物技术与生命科学研究理事会; 英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0040-4039(98)02090-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Accurate length poly-leucines have been used to evaluate mechanistic features of the asymmetric epoxidation of chalcone. Studies have been directed towards the influence of the length of the chain, the stereochemistry of the amino acid residues and the nature of the terminal amino group. (C) 1998 Elsevier Science Ltd, All rights reserved.
引用
收藏
页码:9297 / 9300
页数:4
相关论文
共 10 条
  • [1] Improved procedure for Julia-Colonna asymmetric epoxidation of α,β-unsaturated ketones:: total synthesis of diltiazem and Taxol™ side-chain
    Adger, BM
    Barkley, JV
    Bergeron, S
    Cappi, MW
    Flowerdew, BE
    Jackson, MP
    McCague, R
    Nugent, TC
    Roberts, SM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (23): : 3501 - 3507
  • [2] ALLEN JA, IN PRESS
  • [3] [Anonymous], 1987, Alpha-Aminoacid-N-Carboxy-Anhydrides and Related Heterocycles
  • [4] Bentley PA, 1997, CHIRALITY, V9, P198, DOI 10.1002/(SICI)1520-636X(1997)9:2<198::AID-CHIR22>3.0.CO
  • [5] 2-H
  • [6] Asymmetric epoxidation of enones employing polymeric alpha-amino acids in non-aqueous media
    Bentley, PA
    Bergeron, S
    Cappi, MW
    Hibbs, DE
    Hursthouse, MB
    Nugent, TC
    Pulido, R
    Roberts, SM
    Wu, LE
    [J]. CHEMICAL COMMUNICATIONS, 1997, (08) : 739 - 740
  • [7] A PRACTICAL, ENANTIOSELECTIVE SYNTHESIS OF SK-AND-F 104353
    FLISAK, JR
    GOMBATZ, KJ
    HOLMES, MM
    JARMAS, AA
    LANTOS, I
    MENDELSON, WL
    NOVACK, VJ
    REMICH, JJ
    SNYDER, L
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (23) : 6247 - 6254
  • [8] "Synthetic Enzymes". Highly Stereoselective Epoxidation of Chalcone in a Triphasic Toluene-Water-Poly[(S)-alanine] System
    Julia, S.
    Vega, J. C.
    [J]. AFINIDAD, 2024, 81 (603) : 929 - 931
  • [9] Enantioselective synthesis of flavonoids.: Part 51.: Poly-oxygenated β-hydroxydihydrochalcones
    Nel, RJJ
    van Heerden, PS
    van Rensburg, H
    Ferreira, D
    [J]. TETRAHEDRON LETTERS, 1998, 39 (31) : 5623 - 5626
  • [10] Recent developments in asymmetric catalysis using synthetic polymers with main chain chirality
    Pu, L
    [J]. TETRAHEDRON-ASYMMETRY, 1998, 9 (09) : 1457 - 1477