메뉴 건너뛰기




Volumn 33, Issue 15, 1977, Pages 1845-1889

The synthesis of insect sex phermones

Author keywords

[No Author keywords available]

Indexed keywords

DISPARLURE; SEX PHEROMONE;

EID: 0017406423     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(77)80372-4     Document Type: Article
Times cited : (293)

References (497)
  • 19
    • 9444226932 scopus 로고
    • Sex pheromone specificity as a reproductive isolating mechanism among the sibling speciesArchips argyrospilus andA. mortuanus and other sympatric tortricine moths (Lepidoptera: Tortricidae)
    • (1977) Journal of Chemical Ecology , vol.3 , pp. 71
    • Cardé1    Cardé2    Hill3    Roelofs4
  • 37
    • 84917971670 scopus 로고    scopus 로고
    • C.A. Henrick and B.A. Garcia, Zoecon Corporation, Palo Alto, unpublished results (1971).
  • 39
    • 84917971669 scopus 로고    scopus 로고
    • b W.L. Roelofs, personal communication (1975)
  • 48
    • 84917971668 scopus 로고    scopus 로고
    • b W.L. Roelofs, personal communication (1975)
  • 49
    • 84917971667 scopus 로고    scopus 로고
    • H.H. Chanan, Farchan Division, ChemSampCo, personal communication (1972).
  • 62
    • 85023496050 scopus 로고
    • Insect Sex Attractants; XII1. An Efficient Procedure for the Preparation of Unsaturated Alcohols and Acetates
    • (1972) Synthesis , pp. 567
    • Schwarz1    Waters2
  • 66
    • 84917971666 scopus 로고    scopus 로고
    • J.W. Baum and R.J. Scheible, Zoecon Corporation, Palo Alto, unpublished results (1974).
  • 67
    • 84917971665 scopus 로고    scopus 로고
    • C.A. Henriek, L.D. Rosenblum and R.J. Anderson, Zoecon Corporation, Palo Alto, unpublished results (1973).
  • 69
    • 84986719308 scopus 로고
    • Preparation of Alkynes and Dialkynes by Reaction of Monohalo- and Dihaloalkanes with Lithium Acetylenide-Ethylenediamine Complex
    • (1974) Synthesis , pp. 441
    • Smith1    Beumel2
  • 72
    • 84917971664 scopus 로고    scopus 로고
    • d V.L. Graves and J.W. Baum,Zoeeon Corporation, unpublished results (1972).
  • 82
    • 35348817883 scopus 로고
    • Isomerisation of 1-Alkynes to 2-Alkynes in the Nucleophilic Substitution of Acetylides
    • (1975) Synthetic Communications , vol.5 , pp. 21
    • Tyman1
  • 92
    • 84988140497 scopus 로고
    • Catalytic Semihydrogenation of the Triple Bond
    • (1973) Synthesis , pp. 457
    • Marvell1    Li2
  • 97
    • 84917971662 scopus 로고    scopus 로고
    • Lindlar catalyst was purchased from Engelhard Industries. Newark, New Jersey.
  • 98
    • 84917971661 scopus 로고    scopus 로고
    • T.A. Mastre and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1975).
  • 104
    • 84917971660 scopus 로고    scopus 로고
    • 4) gave the olefin containing 80% of the E isomer. Repetition using one equiv. of fresh reagent gave the olefin containing 97% of the Z isomer.
  • 105
    • 84917971659 scopus 로고    scopus 로고
    • D.L. Struble, presented at the IXth International Symposium on Chemistry of Natural Products, Ottawa Canada (June 1974); variable results (50–95% Z isomer) were obtained from the reduction of a number of hexadecynyl compounds with disiamylborane.
  • 110
    • 84917971658 scopus 로고    scopus 로고
    • d V.L. Graves and J.W. Baum,Zoeeon Corporation, unpublished results (1972).
  • 129
    • 84985129787 scopus 로고
    • Reaktionen mit Phosphinalkylenen; XXXII1. Herstellung und Reaktionen von Alkylidenphosphoranen (Phosphinalkylenen) in Hexamethylphosphorsäuretriamid unter Verwendung von OP[N(CH3)2]2 -und N(CH3)2 ⊖als Basen
    • (1974) Synthesis , pp. 798
    • Bestmann1    Stransky2
  • 131
    • 37049175698 scopus 로고
    • 346. Stereochemical studies of olefinic compounds. Part II. Ring scission of 2?1?-halogenoalkyltetrahydrofurans and 3-halogeno-2-alkyl-tetrahydropyrans as a route to alk-4-en-1-ols of known configuration and as a method of chain extension by five methylene groups
    • (1950) Journal of the Chemical Society (Resumed) , pp. 1707
    • Crombie1    Harper2
  • 159
    • 84917971657 scopus 로고    scopus 로고
    • a T.A. Baer, S.M. Chang and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1974).
  • 160
    • 84917971656 scopus 로고    scopus 로고
    • b R.L. Carney, S.M. Chang, R.J. Scheible and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1974).
  • 178
    • 84917971654 scopus 로고    scopus 로고
    • R.L. Carney and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1974).
  • 186
    • 84913628289 scopus 로고
    • METATHESIS OF ALKENES HAVING FUNCTIONAL GROUPS
    • These authors have carried out the metathesis of alkenes containing various functional groups. For example, the catalyzed cross-metathesis of oleyl acetate with hexene or with 5-decene gave 9-tetradecenyl acetate. see also
    • (1976) Chemistry Letters , pp. 1019
    • Nakamura1    Matsumoto2    Echigoya3
  • 187
    • 84917971652 scopus 로고    scopus 로고
    • C.A. Henrick and V.L. Graves,Zoecon Corporation, Palo Alto, unpublished results (1971).
  • 191
    • 84917971643 scopus 로고    scopus 로고
    • a T.A. Baer, S.M. Chang and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1974).
  • 204
    • 84917971642 scopus 로고    scopus 로고
    • b R.L. Carney, S.M. Chang, R.J. Scheible and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1974).
  • 205
    • 84917971641 scopus 로고    scopus 로고
    • C. Descoins, C.A. Henrick and J.B. Siddall, Zoecon corporation, Palo Alto, unpublished results (1971).
  • 207
    • 84917971640 scopus 로고    scopus 로고
    • ChemSampCo., Columbus, Ohio and Farchan Division, Storey Chemical corp., Wiloughby, Ohio.
  • 211
    • 84917971639 scopus 로고    scopus 로고
    • b C.E. Descoins and C.A. Henrick, US Pat. 3, 825,607 (23 July 1974)
  • 212
    • 84917971638 scopus 로고    scopus 로고
    • c US Pat. 3,875,243 (1 April 1975).
  • 216
  • 219
    • 84917971637 scopus 로고    scopus 로고
    • J.N. Labovitz, V.L. Graves and C.A. Henrick, Zoecon Corporation, Palo Alto, unpublished results (1975).
  • 221
    • 84917971636 scopus 로고    scopus 로고
    • L.L. Dunham and C.A. Henrick, Zoecon Corporation, Palo Alto, unpublished results (1971).
  • 238
    • 84917971634 scopus 로고    scopus 로고
    • C. Descoins and C.A. Henrick, Zoecon Corporation, Palo Alto, unpublished results (1971).
  • 245
    • 84917971632 scopus 로고    scopus 로고
    • C.A. Henrick and J. Tette, Zoecon Corporation, Palo Alto, unpublished results (1971).
  • 261
    • 84917971613 scopus 로고    scopus 로고
    • b C.E. Descoins and C.A. Henrick, US Pat. 3, 825,607 (23 July 1974)
  • 264
    • 84917971612 scopus 로고    scopus 로고
    • c W. Roelofs, J. Koehansky and R. Cardé, U.S. Pat. 3,845,108 (29 Oct 1974)
  • 270
    • 84917971611 scopus 로고    scopus 로고
    • b J.N. Labovitz and C.A. Henrick, U.S. Pat. 3,954,818 (4 May 1976), 3,985,813 (12 Oct. 1976), 3,994,896 (30 Nov. 1976)
  • 273
    • 84917971610 scopus 로고    scopus 로고
    • c US Pat. 3,875,243 (1 April 1975).
  • 276
    • 84917971608 scopus 로고    scopus 로고
    • J.W. Baum and R.J. Scheible, Zoecon Corporation, Palo Alto, unpublished results (1971).
  • 281
    • 84917971607 scopus 로고    scopus 로고
    • bi E. Negishi, personal communication, 1976
  • 282
    • 0017618742 scopus 로고
    • A highly efficient chemo- , regio- , and stereoselective synthesis of (7, 9)-dodecadien-1-yl acetate, a sex pheromone of , via a functionalized organoborate
    • (1977) Tetrahedron Letters , pp. 411
    • Negishi1    Abramovitch2
  • 283
    • 84917971606 scopus 로고    scopus 로고
    • C.A. Henrick and B.A. Garcia, Zoecon Corporation, Palo Alto, unpublished results (1971).
  • 287
    • 84917971604 scopus 로고    scopus 로고
    • C.A. Henrick, R.J. Anderson and L.D. Rosenblum, Zoecon Corporation, Palo Alto, unpublished results (1974).
  • 289
    • 84917971602 scopus 로고    scopus 로고
    • The recently published reaction of lithium allyloxyalkylcuprates with N,N-methylphenylaminotriphenylphosphonium iodide has been applied to the direct regio- and stereo-selective substitution of the hydroxy group of sorbyl alcohol with an n-butyl group in high yield (81%); Y. Tanigawa, H. Kanamaru, A. Sonoda and S.-I. Murahashi, J. Am. Chem. Soc. 99, 2361 (1977); this method also has potential for the synthesis of 43.
  • 293
    • 84917971583 scopus 로고    scopus 로고
    • T.A. Baer and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1975).
  • 295
    • 85024352758 scopus 로고
    • Thexylborane-A Highly Versatile Reagent for Organic Synthesis via Hydroboration
    • (1974) Synthesis , pp. 77
    • Negishi1    Brown2
  • 298
    • 84974159399 scopus 로고
    • Female sex pheromone release and the timing of male flight in the red bollworm Diparopsis castanea Hmps. (Lepidoptera, Noctuidae), measured by pheromone traps
    • (1976) Bulletin of Entomological Research , vol.66 , pp. 219
    • Marks1
  • 299
    • 84974146711 scopus 로고
    • Field studies with the synthetic sex pheromone and inhibitor of the red bollworm Diparopsis castanea Hmps. (Lepidoptera, Noctuidae) in Malawi
    • (1976) Bulletin of Entomological Research , vol.66 , pp. 243
    • Marks1
  • 300
    • 84974185400 scopus 로고
    • The influence of behaviour modifying chemicals on mating success of the red bollworm Diparopsis castanea Hmps. (Lepidoptera, Noctuidae) in Malawi
    • (1976) Bulletin of Entomological Research , vol.66 , pp. 279
    • Marks1
  • 301
    • 84956276518 scopus 로고
    • Laboratory evaluation of the sex pheromone and mating inhibitor of the red bollworm Diparopsis castanea Hampson (Lepidoptera, Noctuidae)
    • (1976) Bulletin of Entomological Research , vol.66 , pp. 427
    • Marks1
  • 318
    • 84917971582 scopus 로고    scopus 로고
    • c W. Roelofs, J. Koehansky and R. Cardé, U.S. Pat. 3,845,108 (29 Oct 1974)
  • 321
    • 0040686955 scopus 로고
    • Synthese des Bombykols, des Sexual-Lockstoffes des Seidenspinners, und seiner geometrischen Isomeren
    • (1961) Angewandte Chemie , vol.73 , pp. 349
    • Butenandt1    Hecker2
  • 341
    • 84917971579 scopus 로고    scopus 로고
    • b J.N. Labovitz and C.A. Henrick, U.S. Pat. 3,954,818 (4 May 1976), 3,985,813 (12 Oct. 1976), 3,994,896 (30 Nov. 1976)
  • 361
    • 84909451416 scopus 로고
    • Organocopper(I) Compounds and Organocuprates in Synthesis
    • (1972) Synthesis , pp. 63
    • Normant1
  • 365
    • 84917971577 scopus 로고    scopus 로고
    • C.A. Hennck, M.A. Geigel and W.E. Willy, Zoecon Corporation, Palo Alto, unpublished results (1973).
  • 370
    • 84917971576 scopus 로고    scopus 로고
    • b J.N. Labovitz and C.A. Henrick, U.S. Pat. 3, 991, 125 (9 Nov. 1976)
  • 371
    • 84917971574 scopus 로고    scopus 로고
    • c R.T. Carde, J.P. Kochansky and W.L. Roelofs, U.S. Pat. 4, 010, 255 (1 Mar. 1977).
  • 379
    • 84917971553 scopus 로고    scopus 로고
    • R.C. Carney, R.J. Scheible and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1975).
  • 380
    • 84917971552 scopus 로고    scopus 로고
    • bi E. Negishi, personal communication, 1976
  • 381
    • 84917971551 scopus 로고    scopus 로고
    • J.N. Labovitz, V.L. Graves and C.A. Hennck, Zoecon Corporation, Palo Alto, unpublished results (1974).
  • 387
    • 0016008734 scopus 로고
    • The identification of the sex pheromone as gossyplure was initially disputed by Jacobson et al.
    • (1974) Environ. Letters , vol.6 , pp. 297
    • Jacobson1    Jones2
  • 390
    • 84974064868 scopus 로고
    • Field evaluation of gossyplure, the synthetic sex pheromone of Pectinophora gossypiella (saund.) (Lepidoptera, Gelechiidae) in Malawi
    • (1976) Bulletin of Entomological Research , vol.66 , pp. 267
    • Marks1
  • 403
    • 84917971548 scopus 로고    scopus 로고
    • Both 125 and 126 were available from Farchan Division, Story Chemical Corporation.
  • 405
    • 84917971547 scopus 로고    scopus 로고
    • a R.J. Anderson and C.A. Henriek, U.S. Pat. 3, 919, 329 (11 Nov. 1975)
  • 406
    • 84917971546 scopus 로고    scopus 로고
    • b R.J. Anderson and C.A. Henriek, U.S. Pat. 3, 953, 532 (27 Apr. 1976)
  • 407
    • 84917971544 scopus 로고    scopus 로고
    • c R.J. Anderson and C.A. Henriek, U.S. Pat. 3, 987, 073 (19 Oct. 1976)
  • 408
    • 84917971542 scopus 로고    scopus 로고
    • d R.J. Anderson and C.A. Henriek, U.S. Pat. 3, 989, 729 (2 Nov. 1976).
  • 441
    • 84917971522 scopus 로고    scopus 로고
    • W.E. Willy, B.A. Garcia and C.A. Hennck, Zoecon Corporation, Palo Alto, unpublished results (1974).
  • 442
    • 84917971521 scopus 로고    scopus 로고
    • C.E. Descoins, personal communication (Aug. 1974).
  • 464
    • 0000791977 scopus 로고
    • A Facile Method for the Bishomologation of Ketones to α,β-Unsaturated Aldehydes: Application to the Synthesis of the Cyclohexanoid Components of the Boll Weevil Sex Attractant
    • (1976) Synthetic Communications , vol.6 , pp. 469
    • Babler1    Coghlan2
  • 472
    • 84917971518 scopus 로고    scopus 로고
    • J.N. Labovitz and C.A. Henrick, Zoecon Corporation, Palo Alto, unpublished results (1973).
  • 479
    • 84917971517 scopus 로고    scopus 로고
    • The Starbar Division of Zoecon Industries, Inc, markets “Super Golden Malnn(r) Fly Bait” containing Muscamone(r) fly attractant for the control of flies in cattle and poultry operations This is the first commercial EPA registered product utilizing a pheromone for insect control purposes.
  • 481
    • 84917971515 scopus 로고    scopus 로고
    • R.L. Carney and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1975).
  • 489
    • 84917971513 scopus 로고    scopus 로고
    • K.H. Dahm, D. Meyer, I. Richter and H. Röller, Texas A & M University, personal communication (1972).
  • 490
    • 84917971410 scopus 로고    scopus 로고
    • R.L. Carney and J.W. Baum, Zoecon Corporation, Palo Alto, unpublished results (1975).
  • 492
    • 84917971409 scopus 로고    scopus 로고
    • b J.N. Labovitz and C.A. Henrick, U.S. Pat. 3, 991, 125 (9 Nov. 1976)
  • 497
    • 84917971408 scopus 로고    scopus 로고
    • c R.T. Carde, J.P. Kochansky and W.L. Roelofs, U.S. Pat. 4, 010, 255 (1 Mar. 1977).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.