PHEROMONES .27. STEREOSELECTIVE SYNTHESIS OF (Z)-13-OCTADECENAL, A PHEROMONE COMPONENT OF THE RICE STEM BORER CHILO-SUPPRESSALIS (LEPIDOPTERA)

被引：11

作者：

BESTMANN, HJ

WAX, R

VOSTROWSKY, O

机构：

[1] Institut für Organische Chemie, Universität Erlangen-Nürnberg, Erlangen, D-8520

来源：

CHEMISCHE BERICHTE-RECUEIL | 1979年 / 112卷 / 11期

关键词：

D O I：

10.1002/cber.19791121123

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Pheromones, XXVII. Stereoselective Synthesis of (Z)‐13‐Octadecenal, a Pheromone Component of the Rice Stem Borer Chilo suppressalis (Lepidoptera) By ozone cleavage of methyl brassidate or erucate (1) and subsequent Wittig olefination with pentylidenetriphenylphosphorane methyl (Z)‐13‐octadecenoate (4) is obtained which easily can be converted to (Z)‐13‐octadecenal (7), a component of the Rice Stem Borer sex attractant. Copyright © 1979 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim

引用

页码：3740 / 3742

页数：3

共 14 条

[1] PHEROMONES .13. SYNTHESIS OF 1-SUBSTITUTED (Z)-11 ALKENES [J].

BESTMANN, HJ ;

KANTARDJIEW, I ;

ROSEL, P ;

STRANSKY, W ;

VOSTROWSKY, O .

CHEMISCHE BERICHTE-RECUEIL, 1978, 111 (01) :248-253

[2] PHEROMONES .7. SYNTHESIS OF 1-SUBSTITUTED (Z)-9-ALKENES [J].

BESTMANN, HJ ;

STRANSKY, W ;

VOSTROWSKY, O ;

RANGE, P .

CHEMISCHE BERICHTE-RECUEIL, 1975, 108 (11) :3582-3595

[3] REACTIONS OF ALKYLIDENETRIPHENYLPHOSPHORANES .33. PREPARATIONS OF LITHIUM SALTFREE YLID SOLUTIONS WITH SODIUM BIS(TRIMETHYLSILYL)AMIDE AS BASE [J].

BESTMANN, HJ ;

STRANSKY, W ;

VOSTROWSKY, O .

CHEMISCHE BERICHTE-RECUEIL, 1976, 109 (05) :1694-1700

[4] PHEROMONES .24. SYNTHESIS OF THE SEX ATTRACTANTS (Z)-7-DODECENYL ACETATE AND (Z)-7-TETRADECENYL ACETATE [J].

BESTMANN, HJ ;

KOSCHATZKY, KH ;

VOSTROWSKY, O .

CHEMISCHE BERICHTE-RECUEIL, 1979, 112 (05) :1923-1925

[5]

BESTMANN HJ, 1979, TETRAHEDRON LETT, P2467

[6]

BESTMANN HJ, LIEBIGS ANN CHEM

[7]

GUNSTONE FD, 1967, CHEM PHYS LIPIDS, V1, P209

[8] IDENTIFICATION OF FEMALE SEX-PHEROMONES OF MOTH, CHILO-SUPPRESSALIS [J].

NESBITT, BF ;

BEEVOR, PS ;

HALL, DR ;

LESTER, R ;

DYCK, VA .

JOURNAL OF INSECT PHYSIOLOGY, 1975, 21 (12) :1883-1886

[9] The preparation and use of aldehyde esters formed by ozonation of the methyl esters of various unsaturated acids [J].

Noller, CR ;

Adams, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1926, 48 (01) :1074-1080

[10] STRUCTURES OF SEX-PHEROMONES OF RICE STEM BORER [J].

OHTA, K ;

TATSUKI, S ;

UCHIUMI, K ;

KURIHARA, M ;

FUKAMI, JI .

AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1976, 40 (09) :1897-1899

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