메뉴 건너뛰기




Volumn 15, Issue SUPPL., 2003, Pages

Insect chemistry and chirality

Author keywords

Allene; Biohydroxylation; Chromatography; Enantioselective; Epoxide; Insect; Lactone; Monooxygenase; Spiroacetal; Stereoselectivity; Synthesis

Indexed keywords

ACETAL DERIVATIVE; ALLENE DERIVATIVE; EPOXIDE; LACTONE; SPIROACETAL; UNCLASSIFIED DRUG;

EID: 10744229406     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/chir.10273     Document Type: Conference Paper
Times cited : (12)

References (28)
  • 1
    • 0001891786 scopus 로고
    • Bombykol revisited - Reflections on pioneering period and on some of its consequences
    • Hummel HE, Miller TA, editors. New York: Springer-Verlag
    • Hecker E, Butenandt A. Bombykol revisited - reflections on pioneering period and on some of its consequences. In: Hummel HE, Miller TA, editors. Techniques in pheromone research. New York: Springer-Verlag; 1984. p 1-44.
    • (1984) Techniques in Pheromone Research , pp. 1-44
    • Hecker, E.1    Butenandt, A.2
  • 2
    • 0030441202 scopus 로고    scopus 로고
    • Molecular asymmetry and pheromone science
    • Mori K. Molecular asymmetry and pheromone science. Biosci Biotech Biochem 1996;60:1925-1932.
    • (1996) Biosci Biotech Biochem , vol.60 , pp. 1925-1932
    • Mori, K.1
  • 3
    • 3042898513 scopus 로고    scopus 로고
    • Semiochemicals-synthesis, stereochemistry and bioactivity
    • Mori K. Semiochemicals-synthesis, stereochemistry and bioactivity. Eur J Org Chem 1998;1479-1489.
    • (1998) Eur J Org Chem , pp. 1479-1489
    • Mori, K.1
  • 5
    • 0033601167 scopus 로고    scopus 로고
    • An asymmetric dihydroxylation route to (3R;5E)-2,6-dimethyl-2,3-epoxy-5,7-diene - The major volatile component from male fruit-spotting bugs
    • Moore CJ, Possner S, Hayes PY, Paddon-Jones GC, Kitching W. An asymmetric dihydroxylation route to (3R;5E)-2,6-dimethyl-2,3-epoxy-5,7-diene - the major volatile component from male fruit-spotting bugs. J Org Chem 1999;64:9742-9744.
    • (1999) J Org Chem , vol.64 , pp. 9742-9744
    • Moore, C.J.1    Possner, S.2    Hayes, P.Y.3    Paddon-Jones, G.C.4    Kitching, W.5
  • 6
    • 0037138704 scopus 로고    scopus 로고
    • Highly selective hydrolytic kinetic resolution of terminal epoxides catalyzed by chiral (salen)Co-III complexes. Practical synthesis of enantioenriched terminal epoxides and 1,2-diols
    • Schaus SE, Brandes BD, Larrow JF, Tokunaga M, Hansen KB, Gould AE, Furrow ME, Jacobsen EN. Highly selective hydrolytic kinetic resolution of terminal epoxides catalyzed by chiral (salen)Co-III complexes. Practical synthesis of enantioenriched terminal epoxides and 1,2-diols. J Am Chem Soc 2002;124:1304-1315.
    • (2002) J Am Chem Soc , vol.124 , pp. 1304-1315
    • Schaus, S.E.1    Brandes, B.D.2    Larrow, J.F.3    Tokunaga, M.4    Hansen, K.B.5    Gould, A.E.6    Furrow, M.E.7    Jacobsen, E.N.8
  • 7
    • 0037007674 scopus 로고    scopus 로고
    • Hydrolytic kinetic resolution of terminal mono and bis-epoxides in the synthesis of insect pheromones
    • Chow S, Kitching W. Hydrolytic kinetic resolution of terminal mono and bis-epoxides in the synthesis of insect pheromones: routes to (-)-(R)- and (+)-(S)-10-methyldodecyl acetate, (-)-(R)-10-methyl-2-tridecanone, (-)-(R)-(Z)-undec-6-en-2-ol (Nostrenol), (-)-(1R;7R)-1,7-dimethylnonyl propanoate, (-)-(6R;12R)-6,12-dimethylpentadecan-2-one, (-)-(2S;11S)-2,11-diacetoxytridecane and (+)-(2S;12S)-2,12-diacetoxytrldecane. Tetrahedron: Asymmetry 2002;13:779-793.
    • (2002) Tetrahedron: Asymmetry , vol.13 , pp. 779-793
    • Chow, S.1    Kitching, W.2
  • 8
    • 85004595088 scopus 로고
    • Four-component synthetic sex pheromone of the small tea tortrix moth: Field evaluation of its potency as an attractant for the male moth
    • Tamaki Y, Sugie H, Kariya A, Arai S, Ohba M, Terada T, Suguro T, Mori K. Four-component synthetic sex pheromone of the small tea tortrix moth: field evaluation of its potency as an attractant for the male moth. Nippon Oyo Dobutsu Konchu Gakkaishi 1980;24:221-228.
    • (1980) Nippon Oyo Dobutsu Konchu Gakkaishi , vol.24 , pp. 221-228
    • Tamaki, Y.1    Sugie, H.2    Kariya, A.3    Arai, S.4    Ohba, M.5    Terada, T.6    Suguro, T.7    Mori, K.8
  • 9
    • 0000476163 scopus 로고
    • Identification of a female-produced sex pheromone from the southern corn rootworm, Diabrotica undecimpunctata howardi Barber
    • Guss PL, Tumlinson JH, Sonnet PE, McLaughlin JR. Identification of a female-produced sex pheromone from the southern corn rootworm, Diabrotica undecimpunctata howardi Barber. J Chem Ecol 1983;9:1363-1375.
    • (1983) J Chem Ecol , vol.9 , pp. 1363-1375
    • Guss, P.L.1    Tumlinson, J.H.2    Sonnet, P.E.3    McLaughlin, J.R.4
  • 10
    • 0000734492 scopus 로고
    • Identification of female-produced sex pheromone from banded cucumber beetle, Diabrotica balteata LeConte (Coleoptera: Chrysomelidae)
    • Chuman T, Guss PL, Doolittle RE, McLaughlin JR, Krysan JL, Schalk JM, Tumlinson JH. Identification of female-produced sex pheromone from banded cucumber beetle, Diabrotica balteata LeConte (Coleoptera: Chrysomelidae). J Chem Ecol 1987;13:1601-1616.
    • (1987) J Chem Ecol , vol.13 , pp. 1601-1616
    • Chuman, T.1    Guss, P.L.2    Doolittle, R.E.3    McLaughlin, J.R.4    Krysan, J.L.5    Schalk, J.M.6    Tumlinson, J.H.7
  • 11
    • 0038081353 scopus 로고
    • Synthesis of the enantiomers of α-phellandren-8-ol (p-mentha-1,5-dien-8-ol), a monoterpene from bark beetles
    • Mori K, Igarashi Y. Synthesis of the enantiomers of α-phellandren-8-ol (p-mentha-1,5-dien-8-ol), a monoterpene from bark beetles. Leibigs Ann Chem 1988;1:93-95.
    • (1988) Leibigs Ann Chem , vol.1 , pp. 93-95
    • Mori, K.1    Igarashi, Y.2
  • 12
    • 0000978367 scopus 로고
    • Bradeigh. Hagen's gland morphology and chemical content analysis for three species of parasitic wasps (Hymenoptera: Braconidae)
    • Williams HJ, Wong M, Wharton RA, Vinson SB. Bradeigh. Hagen's gland morphology and chemical content analysis for three species of parasitic wasps (Hymenoptera: Braconidae). J Chem Ecol 1988;14:1727-1736.
    • (1988) J Chem Ecol , vol.14 , pp. 1727-1736
    • Williams, H.J.1    Wong, M.2    Wharton, R.A.3    Vinson, S.B.4
  • 13
    • 0035798118 scopus 로고    scopus 로고
    • Synthesis and stereochemistry of some bicyclic γ-lactones from parasitic wasps (Hymenoptera: Bracanitae)
    • Paddon-Jones GC, McErlean CSP, Hayes PY, Moore CJ, Konig WA, Kitching W. Synthesis and stereochemistry of some bicyclic γ-lactones from parasitic wasps (Hymenoptera: Bracanitae). J Org Chem 2001;66:7487-7495.
    • (2001) J Org Chem , vol.66 , pp. 7487-7495
    • Paddon-Jones, G.C.1    McErlean, C.S.P.2    Hayes, P.Y.3    Moore, C.J.4    Konig, W.A.5    Kitching, W.6
  • 15
    • 0001727911 scopus 로고
    • The chemistry of fruit-flies
    • Fletcher MT, Kitching W. The chemistry of fruit-flies. Chem Rev 1995;95:789-828.
    • (1995) Chem Rev , vol.95 , pp. 789-828
    • Fletcher, M.T.1    Kitching, W.2
  • 17
    • 0028906662 scopus 로고
    • From (+)-(R)-pulegone to (2R;4R;6R;8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane - A unique spiroacetal from the insect kingdom
    • Tu YQ, Moore CJ, Kitching W. From (+)-(R)-pulegone to (2R;4R;6R;8S)-2,4,8-trimethyl-1,7-dioxaspiro[5.5]undecane - a unique spiroacetal from the insect kingdom. Tetrahedron: Asymmetry 1995;6:397-400.
    • (1995) Tetrahedron: Asymmetry , vol.6 , pp. 397-400
    • Tu, Y.Q.1    Moore, C.J.2    Kitching, W.3
  • 19
    • 0035815139 scopus 로고    scopus 로고
    • Synthesis and absolute stereochemistry of a constitutionally new spiroacetal from an insect
    • Hayes PY, Fletcher MT, Moore CJ, Kitching W. Synthesis and absolute stereochemistry of a constitutionally new spiroacetal from an insect. J Org Chem 2001;66:2530-2533.
    • (2001) J Org Chem , vol.66 , pp. 2530-2533
    • Hayes, P.Y.1    Fletcher, M.T.2    Moore, C.J.3    Kitching, W.4
  • 22
    • 0026733221 scopus 로고
    • Concise allene synthesis from propargylic alcohols by hydrostannation and deoxystannylation: A new rout to chiral allenes
    • Konoike T, Araki Y. Concise allene synthesis from propargylic alcohols by hydrostannation and deoxystannylation: a new rout to chiral allenes. Tetrahedron Lett 1992;33:5093-5096.
    • (1992) Tetrahedron Lett , vol.33 , pp. 5093-5096
    • Konoike, T.1    Araki, Y.2
  • 23
    • 33947086629 scopus 로고
    • Correlation of configuration and fluorine-19 chemical shifts of α-methoxy-α-trifluoromethylphenyl acetate derivatives
    • Sullivan GR, Dale JA, Mosher HS. Correlation of configuration and fluorine-19 chemical shifts of α-methoxy-α-trifluoromethylphenyl acetate derivatives. J Org Chem 1973;38:2143-2147.
    • (1973) J Org Chem , vol.38 , pp. 2143-2147
    • Sullivan, G.R.1    Dale, J.A.2    Mosher, H.S.3
  • 24
    • 84892620357 scopus 로고    scopus 로고
    • Preparation of the reagent o-nitrobenzenesulfonohydrazide
    • Myers AG, Zhang B, Movassaghi M. Preparation of the reagent o-nitrobenzenesulfonohydrazide. J Org Chem 1997;62:7507.
    • (1997) J Org Chem , vol.62 , pp. 7507
    • Myers, A.G.1    Zhang, B.2    Movassaghi, M.3
  • 25
    • 0038752006 scopus 로고    scopus 로고
    • A suite of novel allenes from Australian Melolonthine scarab beetles. Structure, synthesis and stereochemistry
    • McGrath MJ, Fletcher MT, Konig WA, Moore CJ, Cribb BW, Allsopp PG, Kitching W. A suite of novel allenes from Australian Melolonthine scarab beetles. Structure, synthesis and stereochemistry. J Org Chem 2003;68:3739-3748.
    • (2003) J Org Chem , vol.68 , pp. 3739-3748
    • McGrath, M.J.1    Fletcher, M.T.2    Konig, W.A.3    Moore, C.J.4    Cribb, B.W.5    Allsopp, P.G.6    Kitching, W.7
  • 26
    • 0035825753 scopus 로고    scopus 로고
    • Carbon hydroxylation of alkyltetrahydropyranols: A paradigm for spiroacetal biosynthesis in Bactrocera sp
    • Stok JE, Lang C-S, Schwartz BD, Fletcher MT, Kitching W, De Voss JJ. Carbon hydroxylation of alkyltetrahydropyranols: a paradigm for spiroacetal biosynthesis in Bactrocera sp. Organ Lett 2001;3:397-400.
    • (2001) Organ Lett , vol.3 , pp. 397-400
    • Stok, J.E.1    Lang, C.-S.2    Schwartz, B.D.3    Fletcher, M.T.4    Kitching, W.5    De Voss, J.J.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.