ENANTIOMERIC SYNTHESIS OF DOMINICALURE, AGGREGATION PHEROMONE OF LESSER GRAIN BORER, RHYZOPERTHA-DOMINICA (F)

被引：13

作者：

LIU, LY

LIN, GQ

机构：

[1] Shanghai Institute of Organic Chemistry, Academia Sinica, Shanghai

来源：

JOURNAL OF CHEMICAL ECOLOGY | 1990年 / 16卷 / 06期

关键词：

aggregation pheromone; Bostrichidae; chiral synthesis; Coleoptera; Lesser grain borer; Rhyzopertha dominica (F);

D O I：

10.1007/BF01020505

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：

(S)-(+)-1-Methylbutyl (E)-2-methyl-2-pentenoate, 1, and (S)-(+)-1-methylbutyl (E)-2,4-dimethyl-2-pentenoate 2, the aggregation pheromone for lesser grain borer Rhyzopertha dominica (F). were synthesized from crotylaldehyde in an overall yield of 30%. The chiral intermediate 6 was prepared in 90% enantiomer excess, employing the Sharpless asymmetric epoxidation. © 1990 Plenum Publishing Corporation.

引用

页码：1921 / 1925

页数：5

共 6 条

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[2] ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETIC ACID, A VERSATILE REAGENT FOR DETERMINATION OF ENANTIOMERIC COMPOSITION OF ALCOHOLS AND AMINES
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MOSHER, HS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (09) : 2543 - &
[3] SYNTHESEN IN DER CAROTINOID-REIHE .10. MITTEILUNG - ANWENDUNG DER WITTIG-REAKTION ZUR SYNTHESE VON ESTERN DES BIXINS UND CROCETINS
ISLER, O
GUTMANN, H
MONTAVON, M
RUEGG, R
RYSER, G
ZELLER, P
[J]. HELVETICA CHIMICA ACTA, 1957, 40 (05) : 1242 - &
[4] WANG Z, 1985, TETRAHEDRON LETT, V26, P6221
[5] DOMINICALURE-1 AND DOMINICALURE-2 - COMPONENTS OF AGGREGATION PHEROMONE FROM MALE LESSER GRAIN BORER RHYZOPERTHA-DOMINICA (F) (COLEOPTERA, BOSTRICHIDAE)
WILLIAMS, HJ
SILVERSTEIN, RM
BURKHOLDER, WE
KHORRAMSHAHI, A
[J]. JOURNAL OF CHEMICAL ECOLOGY, 1981, 7 (04) : 759 - 780
[6] 1979, PLANT DISEASE INSECT, P963

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