Recent advances in the synthesis of insect pheromones: an overview from 2013 to 2022

被引:10
|
作者
Souza, Joao P. A. [1 ]
Bandeira, Pamela T. [1 ,3 ]
Bergmann, Jan [2 ]
Zarbin, Paulo H. G. [1 ]
机构
[1] Univ Fed Parana, Dept Quim, Lab Semioquim, UFPR, Caixa Postal 19020, BR-81531990 Curitiba, PR, Brazil
[2] Pontificia Univ Catolica Valparaiso, Inst Quim, Avda Univ 330, Valparaiso, Chile
[3] Univ Fed Santa Maria, Dept Quim, Avda Roraima 1000, Santa Maria, RS, Brazil
关键词
COLORADO POTATO BEETLE; MAJOR SEX-PHEROMONE; ASYMMETRIC TOTAL-SYNTHESIS; FE-CATALYZED SYNTHESIS; MEALYBUG DYSMICOCCUS-BREVIPES; METHYL-BRANCHED HYDROCARBONS; KOREAN APRICOT WASP; ONE-STEP SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS;
D O I
10.1039/d2np00068g
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Covering: 2013 to June 2022 Pheromones are usually produced by insects in sub-microgram amounts, which prevents the elucidation of their structures by nuclear magnetic resonance (NMR). Instead, a synthetic reference material is needed to confirm the structure of the natural compounds. In addition, the provision of synthetic pheromones enables large-scale field trials for the development of environmentally friendly pest management tools. Because of these potential applications in pest control, insect pheromones are attractive targets for the development of synthetic procedures and the synthesis of these intraspecific chemical messengers has been at the core of numerous research efforts in the field of pheromone chemistry. The present review is a quick reference guide for the syntheses of insect pheromones published from 2013 to mid-2022, listing the synthesized compounds and highlighting current methodologies in organic synthesis, such as carbon-carbon coupling reactions, organo-transition metal chemistry including ring-closing olefin metathesis, asymmetric epoxidations and dihydroxylations, and enzymatic reactions.
引用
收藏
页码:866 / 889
页数:24
相关论文
共 50 条
  • [1] Recent advances in synthesis of isocoumarins: An overview
    Gogoi, Neelutpal
    Parhi, Rabinarayan
    Tripathi, Rati Kailash Prasad
    Pachuau, Lalduhsanga
    Kaishap, Partha Pratim
    TETRAHEDRON, 2024, 150
  • [2] INSECT PHEROMONES .2. SYNTHESIS OF CHIRAL COMPONENTS OF INSECT PHEROMONES
    ROSSI, R
    SYNTHESIS-STUTTGART, 1978, (06): : 413 - 434
  • [3] INSECT PHEROMONES .1. SYNTHESIS OF ACHIRAL COMPONENTS OF INSECT PHEROMONES
    ROSSI, R
    SYNTHESIS-STUTTGART, 1977, (12): : 817 - 836
  • [4] Insect pheromones: An overview of function, form, and discovery
    Yew, Joanne Y.
    Chung, Henry
    PROGRESS IN LIPID RESEARCH, 2015, 59 : 88 - 105
  • [5] Insect pheromones - an overview of biosynthesis and endocrine regulation
    Tillman, JA
    Seybold, SJ
    Jurenka, RA
    Blomquist, GJ
    INSECT BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1999, 29 (06) : 481 - 514
  • [6] SYNTHESIS OF INSECT SEX PHEROMONES
    HENRICK, CA
    TETRAHEDRON, 1977, 33 (15) : 1845 - 1889
  • [7] SYNTHESIS OF INSECT PHEROMONES FROM D-GLUCOSE
    SUM, PE
    WEILER, L
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1979, (SEP): : 37 - 37
  • [8] Recent studies on insect pheromones and future works
    Ando, T
    JOURNAL OF PESTICIDE SCIENCE, 2001, 26 (03): : 300 - 304
  • [9] ASYMMETRIC-SYNTHESIS OF INSECT PHEROMONES
    SONNET, PE
    HEATH, RR
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1980, 180 (AUG): : 68 - PEST
  • [10] INSECT PHEROMONES BY ASYMMETRIC-SYNTHESIS
    ROSSI, R
    MARASCO, M
    CHIMICA & L INDUSTRIA, 1980, 62 (04): : 314 - 316