دورية أكاديمية
أعرض في EDS

Asymmetric Synthesis of Three Alkenyl Epoxides: Crafting the Sex Pheromones of the Elm Spanworm and the Painted Apple Moth.

التفاصيل البيبلوغرافية
العنوان: Asymmetric Synthesis of Three Alkenyl Epoxides: Crafting the Sex Pheromones of the Elm Spanworm and the Painted Apple Moth.
المؤلفون: Zhou Y; Institute of Industrial Crops, Shandong Academy of Agricultural Sciences, Jinan 250100, China., Wang J; Department of Applied Chemistry, China Agricultural University, Beijing 100193, China., Tian B; Institute of Industrial Crops, Shandong Academy of Agricultural Sciences, Jinan 250100, China., Zhu Y; Institute of Industrial Crops, Shandong Academy of Agricultural Sciences, Jinan 250100, China., Zhang Y; Institute of Industrial Crops, Shandong Academy of Agricultural Sciences, Jinan 250100, China., Han J; Institute of Industrial Crops, Shandong Academy of Agricultural Sciences, Jinan 250100, China., Zhong J; Department of Applied Chemistry, China Agricultural University, Beijing 100193, China., Shan C; Institute of Industrial Crops, Shandong Academy of Agricultural Sciences, Jinan 250100, China.
المصدر: Molecules (Basel, Switzerland) [Molecules] 2024 May 04; Vol. 29 (9). Date of Electronic Publication: 2024 May 04.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: MDPI Country of Publication: Switzerland NLM ID: 100964009 Publication Model: Electronic Cited Medium: Internet ISSN: 1420-3049 (Electronic) Linking ISSN: 14203049 NLM ISO Abbreviation: Molecules Subsets: MEDLINE
أسماء مطبوعة: Original Publication: Basel, Switzerland : MDPI, c1995-
مواضيع طبية MeSH: Sex Attractants*/chemical synthesis , Sex Attractants*/chemistry , Moths* , Epoxy Compounds*/chemistry, Animals ; Molecular Structure
مستخلص: A concise synthesis of the sex pheromones of elm spanworm as well as painted apple moth has been achieved. The key steps were the alkylation of acetylide ion, Sharpless asymmetric epoxidation and Brown's P2-Ni reduction. This approach provided the sex pheromone of the elm spanworm ( 1 ) in 31% total yield and those of the painted apple moth ( 2 , 3 ) in 26% and 32% total yields. The ee values of three final products were up to 99%. The synthesized pheromones hold promising potential for use in the management and control of these pests.
References: J Chem Ecol. 2005 Mar;31(3):621-46. (PMID: 15898505)
J Org Chem. 2009 Jan 16;74(2):844-9. (PMID: 19035819)
Pest Manag Sci. 2014 Feb;70(2):179-89. (PMID: 24155254)
Prog Lipid Res. 2015 Jul;59:88-105. (PMID: 26080085)
J Org Chem. 2011 Jan 21;76(2):557-65. (PMID: 21192656)
Naturwissenschaften. 2010 Aug;97(8):717-24. (PMID: 20559612)
Top Curr Chem. 2004;239:51-96. (PMID: 22160231)
Biosci Biotechnol Biochem. 2003 Jul;67(7):1559-67. (PMID: 12913301)
J Econ Entomol. 2008 Jun;101(3):822-8. (PMID: 18613583)
J Chem Ecol. 1991 May;17(5):911-29. (PMID: 24259075)
معلومات مُعتمدة: CXGC2023F06 the Agricultural Scientific and Technological Innovation Project of Shandong Academy of Agri-cultural Sciences; 2022TZXD0034 the Key Research and Development Plan of Shandong Province; 2021LZGC008 the Seed-Industrialized Development Program in Shandong Province; SDAIT-20 the Shandong Province Modern Agricultural Technology System Chinese Herbal Medicine In-dustrial Innovation Team
فهرسة مساهمة: Keywords: alkenyl epoxides; asymmetric synthesis; elm spanworm; painted apple moth; sex pheromone
المشرفين على المادة: 0 (Sex Attractants)
0 (Epoxy Compounds)
تواريخ الأحداث: Date Created: 20240511 Date Completed: 20240511 Latest Revision: 20240514
رمز التحديث: 20240514
مُعرف محوري في PubMed: PMC11085616
DOI: 10.3390/molecules29092136
PMID: 38731627
قاعدة البيانات: MEDLINE
الوصف
تدمد:1420-3049
DOI:10.3390/molecules29092136