메뉴 건너뛰기




Volumn 15, Issue 1, 2010, Pages 460-501

Total synthesis of annonaceous acetogenins belonging to the non-adjacent bis-THF and non-adjacent THF-THP sub-classes

Author keywords

1,2 diols; Annonaceous acetogenins; Anti tumour; Asymmetric synthesis; Cytotoxic natural products; Epoxides; Non adjacent bis THF; Tetrahydrofuran; Tetrahydropyran

Indexed keywords

4 DEOXYGIGANTECIN; 4-DEOXYGIGANTECIN; ACETOGENIN; FURAN DERIVATIVE; LACTONE; MUCOCIN; PYRAN DERIVATIVE; SYLVATICIN;

EID: 75749100227     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules15010460     Document Type: Review
Times cited : (32)

References (104)
  • 1
    • 0032891112 scopus 로고    scopus 로고
    • Annonaceous acetogenins: Recent progress
    • Alali, F.Q.; Liu, X.X.; McLaughlin, J.L. Annonaceous acetogenins: Recent progress. J. Nat. Prod. 1999, 62, 504-540.
    • (1999) J. Nat. Prod. , vol.62 , pp. 504-540
    • Alali, F.Q.1    Liu, X.X.2    McLaughlin, J.L.3
  • 2
    • 17844386379 scopus 로고    scopus 로고
    • Acetogenins from annonaceae: Recent progress in isolation, synthesis and mechanisms of action
    • DOI 10.1039/b500186m
    • 2. Bermejo, A.; Figadere, B.; Zafra-Polo, M.C; Barrachina, I.; Estornell, E.; Cortes, D. Acetogenins from annonaceae: Recent progress in isolation, synthesis and mechanisms of action. Nat. Prod. Rep. 2005, 22, 269-303. (Pubitemid 40589049)
    • (2005) Natural Product Reports , vol.22 , Issue.2 , pp. 269-303
    • Bermejo, A.1    Figadere, B.2    Zafra-Polo, M.-C.3    Barrachina, I.4    Estornell, E.5    Cortes, D.6
  • 3
    • 0030625527 scopus 로고    scopus 로고
    • Acetogenins from annonaceae
    • Herz, W., Kirby, G.W., Moore, R.E., Steglisg, W. Tamm, C., Eds.; Springer-Verlag: New York, NY, USA
    • Cavé, A.; Figadere, B.; Laurens, A.; Cortes, D. Acetogenins from Annonaceae. In Progress in the Chemistry of Organic Natural Products; Herz, W., Kirby, G.W., Moore, R.E., Steglisg, W. Tamm, C., Eds.; Springer-Verlag: New York, NY, USA, 1997; Volume 70, pp. 81-287.
    • (1997) Progress in the Chemistry of Organic Natural Products , vol.70 , pp. 81-287
    • Cavé, A.1    Figadere, B.2    Laurens, A.3    Cortes, D.4
  • 4
    • 49049098686 scopus 로고    scopus 로고
    • Paw paw and cancer: Annonaceous acetogenins from discovery to commercial products
    • McLaughlin, J.L. Paw paw and cancer: Annonaceous acetogenins from discovery to commercial products. J. Nat. Prod. 2008, 71, 1311-1321.
    • (2008) J. Nat. Prod. , vol.71 , pp. 1311-1321
    • McLaughlin, J.L.1
  • 6
    • 0032145138 scopus 로고    scopus 로고
    • Natural acetogenins from annonaceae, synthesis and mechanisms of action
    • DOI 10.1016/S0031-9422(97)00917-5, PII S0031942297009175
    • 6. Zafra-Polo, M.C.; Figadere, B.; Gallardo, T.; Tormo, J.R.; Cortes, D. Natural acetogenins from annonaceae, synthesis and mechanisms of action. Phytochemistry 1998, 48, 1087-1117. (Pubitemid 28317168)
    • (1998) Phytochemistry , vol.48 , Issue.7 , pp. 1087-1117
    • Zafra-Polo, M.C.1    Figadere, B.2    Gallardo, T.3    Tormo, J.R.4    Cortes, D.5
  • 7
    • 0030137058 scopus 로고    scopus 로고
    • Acetogenins from annonaceae, inhibitors of mitochondrial complex I
    • 7. Zafra-Polo, M.C.; Gonzalez, M.C.; Estornell, E.; Sahpaz, S.; Cortes, D. Acetogenins from annonaceae, inhibitors of mitochondrial complex I. Phytochemistry 1996, 42, 253-271. (Pubitemid 126655014)
    • (1996) Phytochemistry , vol.42 , Issue.2 , pp. 253-271
    • Zafra-Polo, M.C.1    Gonzalez, M.C.2    Estornell, E.3    Sahpaz, S.4    Cortes, D.5
  • 11
    • 33746634332 scopus 로고    scopus 로고
    • On the proof and disproof of natural product stereostructures: Characterization and analysis of a twenty-eight member stereoisomer library of murisolins and their Mosher ester derivatives
    • Curran, D.P.; Zhang, Q.S.; Lu, H.J. Gudipati, V. On the proof and disproof of natural product stereostructures: Characterization and analysis of a twenty-eight member stereoisomer library of murisolins and their Mosher ester derivatives. J. Am. Chem. Soc. 2006,128, 9943-9956.
    • (2006) J. Am. Chem. Soc. , vol.128 , pp. 9943-9956
    • Curran, D.P.1    Zhang, Q.S.2    Lu, H.J.3    Gudipati, V.4
  • 12
    • 38449102399 scopus 로고    scopus 로고
    • Mosher ester analysis for the determination of absolute configuration of stereogenic (chiral) carbinol carbons
    • Hoye, T.R.; Jeffrey, C.S.; Shao, F. Mosher ester analysis for the determination of absolute configuration of stereogenic (chiral) carbinol carbons. Nat. Prot. 2007, 2,2451-2458.
    • (2007) Nat. Prot. , vol.2 , pp. 2451-2458
    • Hoye, T.R.1    Jeffrey, C.S.2    Shao, F.3
  • 13
    • 0000160963 scopus 로고
    • Absolute stereochemistries of sylvaticin and 12,15-cis-sylvaticin, bioactive C-20,23-cis non-adjacent bistetrahydrofuran annonaceous acetogenins, from rollinia-mucosa
    • Shi, G.E.; Zeng, L.; Gu, Z.M.; Macdougal, J.M.; Mclaughlin, J.L. Absolute stereochemistries of sylvaticin and 12,15-cis-sylvaticin, bioactive C-20,23-cis non-adjacent bistetrahydrofuran annonaceous acetogenins, from rollinia-mucosa. Heterocycles 1995, 41, 1785-1796.
    • (1995) Heterocycles , vol.41 , pp. 1785-1796
    • Shi, G.E.1    Zeng, L.2    Gu, Z.M.3    Macdougal, J.M.4    Mclaughlin, J.L.5
  • 14
    • 0025295765 scopus 로고
    • DIE RELATIVE KONFIGURATION der AUS ANNONA SQUAMOSA ISOLIERTEN ACETOGENINE ANNONIN i (SQUAMOCIN) und ANNONIN IV
    • DOI 10.1055/s-2006-960967
    • 14. Born, L.; Lieb, F.; Lorentzen, J.P.; Moeschier, H.; Nonfon, M.; Sollner, R.; Wendisch, D. The relative configuration of acetogenins isolated from annona-squamosa - annonin-I (Squamocin) and annonin-VI. Planta Med. 1990, 56, 312-316. (Pubitemid 20244033)
    • (1990) Planta Medica , vol.56 , Issue.3 , pp. 312-316
    • Born, L.1    Lieb, F.2    Lorentzen, J.P.3    Moeschler, H.4    Nonfon, M.5    Sollner, R.6    Wendisch, D.7
  • 16
    • 2542602806 scopus 로고
    • On the Stereochemistry of the bistetrahydrofuranyl moiety of uvaricin - Proton chemical-shifts can play a crucial role in complex structure determination
    • Hoye, T.R.; Suhadolnik, J.C. On the Stereochemistry of the bistetrahydrofuranyl moiety of uvaricin - proton chemical-shifts can play a crucial role in complex structure determination. J. Am. Chem. Soc. 1987,109, 4402-4403.
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 4402-4403
    • Hoye, T.R.1    Suhadolnik, J.C.2
  • 17
    • 0023757314 scopus 로고
    • Validation of the H-1-NMR Chemical-shift method for determination of stereochemistry in the bis(tetrahydrofuranyl) moiety of uvaricin-related acetogenins from annonaceae - Rolliniastatin-1 (and asimicin)
    • Hoye, T.R.; Zhuang, Z.P. Validation of the H-1-NMR Chemical-shift method for determination of stereochemistry in the bis(tetrahydrofuranyl) moiety of uvaricin-related acetogenins from annonaceae - rolliniastatin-1 (and asimicin). J. Org. Chem. 1988, 53, 5578-5580.
    • (1988) J. Org. Chem. , vol.53 , pp. 5578-5580
    • Hoye, T.R.1    Zhuang, Z.P.2
  • 19
    • 33645275776 scopus 로고    scopus 로고
    • Natural cis-solamin is a mixture of two tetra-epimeric diastereoisomers: Biosynthetic implications for annonaceous acetogenins
    • Hu, Y.L.; Cecil, A.R.L.; Frank, X.; Gleye, C.; Figadere, B.; Brown, R.C.D. Natural cis-solamin is a mixture of two tetra-epimeric diastereoisomers: Biosynthetic implications for annonaceous acetogenins. Org. Biomol. Chem. 2006, 4, 1217-1219.
    • (2006) Org. Biomol. Chem. , vol.4 , pp. 1217-1219
    • Hu, Y.L.1    Cecil, A.R.L.2    Frank, X.3    Gleye, C.4    Figadere, B.5    Brown, R.C.D.6
  • 20
    • 0026562148 scopus 로고
    • Additional bioactive compounds and trilobacin, a novel highly cytotoxic acetogenin, from the bark of asimina-triloba
    • Zhao, G.X.; Hui, Y.H.; Rupprecht, J.K.; Mclaughlin, J.L.; Wood, K.V. Additional bioactive compounds and trilobacin, a novel highly cytotoxic acetogenin, from the bark of asimina-triloba. J. Nat. Prod. 1992, 55, 347-356.
    • (1992) J. Nat. Prod. , vol.55 , pp. 347-356
    • Zhao, G.X.1    Hui, Y.H.2    Rupprecht, J.K.3    Mclaughlin, J.L.4    Wood, K.V.5
  • 21
    • 0027990216 scopus 로고
    • Asimin, asiminacin, and asiminecin novel highly cytotoxic asimicin isomers from asimina-triloba
    • Zhao, G.X.; Miesbauer, L.R.; Smith, D.X.; Mclaughlin, J.L. Asimin, asiminacin, and asiminecin novel highly cytotoxic asimicin isomers from asimina-triloba. J. Med. Chem. 1994, 37, 1971-1976.
    • (1994) J. Med. Chem. , vol.37 , pp. 1971-1976
    • Zhao, G.X.1    Miesbauer, L.R.2    Smith, D.X.3    Mclaughlin, J.L.4
  • 22
    • 0030942665 scopus 로고    scopus 로고
    • Structure-activity relationships of diverse annonaceous acetogenins against multidrug resistant human mammary adenocarcinoma (MCF7/Adr) cells
    • Oberlies, N.H.; Chang, C.J.; McLaughlin, J.L. Structure-activity relationships of diverse annonaceous acetogenins against multidrug resistant human mammary adenocarcinoma (MCF7/Adr) cells. J. Med. Chem. 1997, 40, 2102-2106.
    • (1997) J. Med. Chem. , vol.40 , pp. 2102-2106
    • Oberlies, N.H.1    Chang, C.J.2    McLaughlin, J.L.3
  • 23
    • 0031149817 scopus 로고    scopus 로고
    • The Annonaceous acetogenin bullatacin is cytotoxic against multidrug-resistant human mammary adenocarcinoma cells
    • DOI 10.1016/S0304-3835(97)04716-2, PII S0304383597047162
    • 23. Oberlies, N.H.; Cray, V.L.; Harrison, M.L.; McLaughlin, J.L. The annonaceous acetogenin bullatacin is cytotoxic against multidrug-resistant human mammary adenocarcinoma cells. Cancer Lett. 1997,115, 73-79. (Pubitemid 27144377)
    • (1997) Cancer Letters , vol.115 , Issue.1 , pp. 73-79
    • Oberlies, N.H.1    Croy, V.L.2    Harrison, M.L.3    McLaughlin, J.L.4
  • 24
    • 0027182618 scopus 로고
    • Mode of action of bullatacin: A potent antitumor and pesticidal annonaceous acetogenin
    • 24. Ahammadsahib, K.I.; Hollingworth, R.M.; McGovren, J.P.; Hui, Y.H.; McLaughlin, J.L. Mode of action of bullatacin: A potent antitumor and pesticidal annonaceous acetogenin. Life Sci. 1993, 55, 1113-1120. (Pubitemid 23259274)
    • (1993) Life Sciences , vol.53 , Issue.14 , pp. 1113-1120
    • Ahammadsahib, K.I.1    Hollingworth, R.M.2    McGovren, J.P.3    Hui, Y.-H.4    McLaughlin, J.L.5
  • 25
    • 0028318990 scopus 로고
    • Natural substances (acetogenins) from the family Annonaceae are powerful inhibitors of mitochondrial NADH dehydrogenase (Complex I)
    • 25. Degli Esposti, M.; Ghelli, A.; Ratta, M.; Cortes, D.; Estornell, E. Natural substances (Acetogenins) from the family annonanaceae are powerful inhibitors of mitochondrial NADH dehydrogenase (complex I). Biochem. J. 1994, 301, 161-167. (Pubitemid 24214695)
    • (1994) Biochemical Journal , vol.301 , Issue.1 , pp. 161-167
    • Degli Esposti, M.1    Ghelli, A.2    Ratta, M.3    Cortes, D.4    Estornell, E.5
  • 27
    • 0028896375 scopus 로고
    • Mode of action of bullatacin, a potent antitumor acetogenin: Inhibition of NADH oxidase activity
    • Morré, D.J.; de Cabo, R.; Farley, C.; Oberlies, N.H.; McLaughlin, J.L. Mode of action of bullatacin, a potent antitumor acetogenin: Inhibition of NADH oxidase activity. Life Sci. 1995, 56, 343-348.
    • (1995) Life Sci. , vol.56 , pp. 343-348
    • Morré, D.J.1    De Cabo, R.2    Farley, C.3    Oberlies, N.H.4    McLaughlin, J.L.5
  • 28
    • 44949164731 scopus 로고    scopus 로고
    • Dynamic function of the spacer region of acetogenins in the inhibition of bovine mitochondrial NADH-ubiquinone oxidoreductase (complex I)
    • DOI 10.1021/bi800506s
    • 28. Abe, M.; Kubo, A.; Yamamoto, S.; Hatoh, Y.; Murai, M.; Hattori, Y.; Makabe, H.; Nishioka, T.; Miyoshi, H. Dynamic function of the spacer region of acetogenins in the inhibition of bovine mitochondrial NADH-ubiquinone oxidoreductase (complex I). Biochemistry 2008, 47, 6260-6266. (Pubitemid 351812839)
    • (2008) Biochemistry , vol.47 , Issue.23 , pp. 6260-6266
    • Abe, M.1    Kubo, A.2    Yamamoto, S.3    Hatoh, Y.4    Murai, M.5    Hattori, Y.6    Makabe, H.7    Nishioka, T.8    Miyoshi, H.9
  • 29
    • 0032575238 scopus 로고    scopus 로고
    • New method for the determination of the absolute stereochemistry in antitumoral annonaceous acetogenins
    • DOI 10.1016/S0040-4020(98)00301-9, PII S0040402098003019
    • 29. González, M.C.; Lavaud, C.; Gallardo, T.; Zafra-Polo, M.C.; Cortes, D. New method for the determination of the absolute stereochemistry in antitumoral annonaceous acetogenins. Tetrahedron 1998, 54, 6079-6088. (Pubitemid 28219026)
    • (1998) Tetrahedron , vol.54 , Issue.22 , pp. 6079-6088
    • Gonzalez, M.C.1    Lavaud, C.2    Gallardo, T.3    Zafra-Polo, M.C.4    Cortes, D.5
  • 30
    • 0037136017 scopus 로고    scopus 로고
    • Essential structural factors of acetogenins, potent inhibitors of mitochondrial complex I
    • DOI 10.1016/S0960-894X(02)00374-8, PII S0960894X02003748
    • 30. Motoyama, T.; Yabunaka, H.; Miyoshi, H. Essential structural factors of acetogenins, potent inhibitors of mitochondrial complex I. Bioorg. Med. Chem. Lett. 2002, 12, 2089-2092. (Pubitemid 34804372)
    • (2002) Bioorganic and Medicinal Chemistry Letters , vol.12 , Issue.16 , pp. 2089-2092
    • Motoyama, T.1    Yabunaka, H.2    Miyoshi, H.3
  • 32
    • 0031509011 scopus 로고    scopus 로고
    • Recent developments in the synthesis of annonaceous acetogenins
    • 32. Marshall, J.A.; Hinkle, K.W. Hagedorn, C.E. Recent Developments in the synthesis of annonaceous acetogenins. Isr. J. Chem. 1997, 37, 97-107. (Pubitemid 127364096)
    • (1997) Israel Journal of Chemistry , vol.37 , Issue.1 , pp. 97-107
    • Marshall, J.A.1    Hinkle, K.W.2    Hagedorn, C.E.3
  • 33
    • 77957030220 scopus 로고    scopus 로고
    • Total stereoselective synthesis of acetogenins of annonaceae: A new class of bioactive polyketides
    • Rahman, A.U., Ed.; Elsevier Science: Amsterdam, The Netherlands
    • Figadere, B.; Cave, A. Total Stereoselective Synthesis of Acetogenins of Annonaceae: A New Class of Bioactive Polyketides. In Studies in Natural Products Chemistry; Rahman, A.U., Ed.; Elsevier Science: Amsterdam, The Netherlands, 1996; Volume 18, pp. 193-227.
    • (1996) Studies in Natural Products Chemistry , vol.18 , pp. 193-227
    • Figadere, B.1    Cave, A.2
  • 34
    • 0000987717 scopus 로고
    • Syntheses of acetogenins of annonaceae: A new class of bioactive polyketides
    • Figadere, B. Syntheses of acetogenins of annonaceae: A new class of bioactive polyketides. Acc. Chem. Res. 1995, 28, 359-365.
    • (1995) Acc. Chem. Res. , vol.28 , pp. 359-365
    • Figadere, B.1
  • 35
    • 0031769362 scopus 로고    scopus 로고
    • Current advances in the chemical synthesis of annonaceous acetogenins and relatives
    • 35. Casiraghi, G.; Zanardi, F.; Battistini, L.; Rassu, G.; Appendino, G. Current Advances in the chemical synthesis of annonaceous acetogenins and relatives. Chemtracts Org. Chem. 1998, 11, 803-827. (Pubitemid 28473304)
    • (1998) Chemtracts , vol.11 , Issue.1 , pp. 803-827
    • Casiraghi, G.1    Zanardi, F.2    Battistini, L.3    Rassu, G.4    Appendino, G.5
  • 36
    • 0029592717 scopus 로고
    • Annonaceous acetogenins - Synthetic approaches towards a novel class of natural products
    • Hoppe, R.; Scharf, H.D. Annonaceous acetogenins - synthetic approaches towards a novel class of natural products. Synthesis 1995, 1447-1464.
    • (1995) Synthesis , pp. 1447-1464
    • Hoppe, R.1    Scharf, H.D.2
  • 37
    • 67149140506 scopus 로고    scopus 로고
    • Recent progress on the total synthesis of acetogenins from annonaceae
    • Li, N.; Shi, Z.; Tang, Y.; Chen, J.; Li, X. Recent progress on the total synthesis of acetogenins from annonaceae. Beilstein J. Org. Chem. 2008, 4, No.48.
    • (2008) Beilstein J. Org. Chem. , vol.4 , Issue.48
    • Li, N.1    Shi, Z.2    Tang, Y.3    Chen, J.4    Li, X.5
  • 38
    • 0032476126 scopus 로고    scopus 로고
    • Total synthesis of the nonadjacent bis-tetrahydrofuran Annonaceous acetogenin squamostatin-D
    • DOI 10.1021/jo981103r
    • 38. Marshall, J.A.; Jiang, H.J. Total synthesis of the non-adjacent bis-tetrahydrofuran annonaceous acetogenin squamostatin-D. J. Org. Chem. 1998, 63, 7066-7071. (Pubitemid 28502719)
    • (1998) Journal of Organic Chemistry , vol.63 , Issue.20 , pp. 7066-7071
    • Marshall, J.A.1    Jiang, H.2
  • 39
    • 0000544750 scopus 로고
    • Synthesis of anti-homoallylic alcohols and monoprotected 1,2-diols through InCl3-promoted addition of allylic stannanes to aldehydes
    • Marshall, J.A.; Hinkle, K.W. Synthesis of anti-homoallylic alcohols and monoprotected 1,2-diols through InCl3-promoted addition of allylic stannanes to aldehydes. J. Org. Chem. 1995, 60, 1920-1921.
    • (1995) J. Org. Chem. , vol.60 , pp. 1920-1921
    • Marshall, J.A.1    Hinkle, K.W.2
  • 40
    • 0027955585 scopus 로고
    • Total synthesis of (10-ξ,15R,16S,19S,20S,34R)-corossoline
    • Yao, ZJ.; Wu, Y.L. Total synthesis of (10-ξ,15R,16S,19S,20S,34R)- corossoline. Tetrahedron Lett. 1994, 35, 157-160.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 157-160
    • Yao, Z.J.1    Wu, Y.L.2
  • 41
    • 0000391162 scopus 로고
    • Giganenin, a highly potent monotetrahydrofuran acetogenin and 4-deoxygigantecin from goniothalamus-giganteus
    • Fang, X.P.; Anderson, J.E.; Smith, D.L.; Wood, K.V.; McLaughlin, J.L. Giganenin, a highly potent monotetrahydrofuran acetogenin and 4-deoxygigantecin from goniothalamus-giganteus. Heterocycles 1992, 34, 1075-1083.
    • (1992) Heterocycles , vol.34 , pp. 1075-1083
    • Fang, X.P.1    Anderson, J.E.2    Smith, D.L.3    Wood, K.V.4    McLaughlin, J.L.5
  • 42
    • 36148949006 scopus 로고    scopus 로고
    • Synthesis of annonaceous acetogenins from muricatacin
    • Makabe, H. Synthesis of annonaceous acetogenins from muricatacin. Biosci. Biotech. Biochem. 2007, 71, 2367-2374.
    • (2007) Biosci. Biotech. Biochem. , vol.71 , pp. 2367-2374
    • Makabe, H.1
  • 44
    • 0032482303 scopus 로고    scopus 로고
    • Total synthesis of (+)-4-deoxygigantecin
    • Makabe, H.; Tanaka, A.; Oritani, T. Total synthesis of (+)-4-deoxygigantecin. Tetrahedron 1998, 54, 6329-6340.
    • (1998) Tetrahedron , vol.54 , pp. 6329-6340
    • Makabe, H.1    Tanaka, A.2    Oritani, T.3
  • 46
    • 33751391368 scopus 로고
    • Degradation and absolute configurational assignment to C-34-botryococcene
    • White, J.D.; Somers, T.C; Reddy, G.N. Degradation and absolute configurational assignment to C-34-botryococcene. J. Org. Chem. 1992, 57, 4991-4998.
    • (1992) J. Org. Chem. , vol.57 , pp. 4991-4998
    • White, J.D.1    Somers, T.C.2    Reddy, G.N.3
  • 47
    • 0025335437 scopus 로고
    • Gigantecin -A novel antimitotic and cytotoxic acetogenin, with nonadjacent tetrahydrofuran rings, from goniothalamus-giganteus (Annonaceae)
    • Alkofahi, A.; Rupprecht, J.K.; Liu, Y.M.; Chang, C.J.; Smith, D.L.; McLaughlin, J.L. Gigantecin -A novel antimitotic and cytotoxic acetogenin, with nonadjacent tetrahydrofuran rings, from goniothalamus-giganteus (Annonaceae). Experientia 1990, 46, 539-541.
    • (1990) Experientia , vol.46 , pp. 539-541
    • Alkofahi, A.1    Rupprecht, J.K.2    Liu, Y.M.3    Chang, C.J.4    Smith, D.L.5    McLaughlin, J.L.6
  • 48
    • 5644229532 scopus 로고    scopus 로고
    • Enantioselective total synthesis of (+)-gigantecin: Exploiting the asymmetric glycolate aldol reaction
    • 48. Crimmins, M.T.; She, J. Enantioselective total synthesis of (+)-gigantecin: Exploiting the asymmetric glycolate aldol reaction. J. Am. Chem. Soc. 2004,126, 12790-12791. (Pubitemid 39372304)
    • (2004) Journal of the American Chemical Society , vol.126 , Issue.40 , pp. 12790-12791
    • Crimmins, M.T.1    She, J.2
  • 49
    • 33746918324 scopus 로고    scopus 로고
    • Sequencing of three-component olefin metatheses: Total synthesis of either (+)-gigantecin or (+)-14-deoxy-9-oxygigantecin
    • Hoye, T.R.; Eklov, B.M.; Jeon, J. Khoroosi, M. Sequencing of three-component olefin metatheses: total synthesis of either (+)-gigantecin or (+)-14-deoxy-9-oxygigantecin. Org. Lett. 2006, 8, 3383-3386.
    • (2006) Org. Lett. , vol.8 , pp. 3383-3386
    • Hoye, T.R.1    Eklov, B.M.2    Jeon, J.3    Khoroosi, M.4
  • 50
    • 3142679469 scopus 로고    scopus 로고
    • An improved procedure for asymmetric aldol additions with N-acyl oxazolidinones, oxazolidinethiones and thiazolidinethiones
    • 50. Crimmins, M.T.; She, J. An improved procedure for asymmetric aldol additions with N-acyl oxazolidinones, oxazolidinethiones and thiazolidinethiones. Synlett 2004, 1371-1374. (Pubitemid 38918186)
    • (2004) Synlett , Issue.8 , pp. 1371-1374
    • Crimmins, M.T.1    She, J.2
  • 51
    • 0034644037 scopus 로고    scopus 로고
    • Diastereoselective alkylations of oxazolidinone glycolates: A useful extension of the evans asymmetric alkylation
    • Crimmins, M.T.; Emmitte, K.A.; Katz, J.D. Diastereoselective alkylations of oxazolidinone glycolates: A useful extension of the evans asymmetric alkylation. Org. Lett. 2000, 2, 2165-2167.
    • (2000) Org. Lett. , vol.2 , pp. 2165-2167
    • Crimmins, M.T.1    Emmitte, K.A.2    Katz, J.D.3
  • 52
    • 0029923916 scopus 로고    scopus 로고
    • Highly efficient synthesis of the potent antitumor annonaceous acetogenin (+)-parviflorin
    • Hoye, T.R.; Ye, Z.X. Highly efficient synthesis of the potent antitumor annonaceous acetogenin (+)-parviflorin. J. Am. Chem. Soc. 1996,118, 1801-1802.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 1801-1802
    • Hoye, T.R.1    Ye, Z.X.2
  • 53
    • 0027398489 scopus 로고
    • New cytotoxic annonaceous acetogenins: Bullatanocin and cis- And trans-bullatanocinone, from Annona bullata (Annonaceae)
    • DOI 10.1016/S0040-4020(01)80320-3
    • 53. Gu, Z.M.; Fang, X.P.; Rieser, M.J.; Hui, Y.H.; Miesbauer, L.R.; Smith, D.L.; Wood, K.V.; McLaughlin, J.L. New cytotoxic annonaceous acetogenins - bullatanocin and cis-bullatanocinone and trans-bullatanocinone, from annona-bullata (Annonaceae). Tetrahedron 1993, 49, 747-754. (Pubitemid 223050810)
    • (1993) Tetrahedron , vol.49 , Issue.4 , pp. 747-754
    • Gu, Z.-M.1    Fang, X.-P.2    Rieser, M.J.3    Hui, Y.-H.4    Miesbauer, L.R.5    Smith, D.L.6    Wood, K.V.7    McLaughlin, J.L.8
  • 54
    • 0028024490 scopus 로고
    • Determining absolute-configurations of stereocenters in annonaceous acetogenins through formaldehyde acetal derivatives and Mosher ester methodology
    • Gu, Z.M.; Zeng, L.; Fang, X.P.; Colmansaizarbitoria, T.; Huo, M.; McLaughlin, J.L. Determining absolute-configurations of stereocenters in annonaceous acetogenins through formaldehyde acetal derivatives and Mosher ester methodology. J. Org. Chem. 1994, 59, 5162-5172.
    • (1994) J. Org. Chem. , vol.59 , pp. 5162-5172
    • Gu, Z.M.1    Zeng, L.2    Fang, X.P.3    Colmansaizarbitoria, T.4    Huo, M.5    McLaughlin, J.L.6
  • 55
    • 0028343256 scopus 로고
    • Absolute stereochemistry of non-adjacent bis-tetrahydrofuranic acetogenins
    • DOI 10.1016/S0040-4039(00)76713-X
    • 55. Shimada, H.; Nishioka, S.; Singh, S.; Sahai, M.; Fujimoto, Y. Absolute stereochemistry of nonadjacent bis-tetrahydrofuranic acetogenins. Tetrahedron Lett. 1994, 35, 3961-3964. (Pubitemid 24199619)
    • (1994) Tetrahedron Letters , vol.35 , Issue.23 , pp. 3961-3964
    • Shimada, H.1    Nishioka, S.2    Singh, S.3    Sahai, M.4    Fujimoto, Y.5
  • 56
    • 0344824449 scopus 로고    scopus 로고
    • Synthesis of nonadjacently linked tetrahydrofurans: An iodoetherification and olefin metathesis approach
    • Zhu, L.; Mootoo, D.R. Synthesis of nonadjacently linked tetrahydrofurans: An iodoetherification and olefin metathesis approach. Org. Lett. 2003, 5, 3475-3478.
    • (2003) Org. Lett. , vol.5 , pp. 3475-3478
    • Zhu, L.1    Mootoo, D.R.2
  • 57
    • 2142822842 scopus 로고    scopus 로고
    • Total synthesis of the nonadjacently linked bis-tetrahydrofuran acetogenin bullatanocin (squamostatin C)
    • Zhu, L.; Mootoo, D.R. Total synthesis of the nonadjacently linked bis-tetrahydrofuran acetogenin bullatanocin (squamostatin C). J. Org. Chem. 2004, 69, 3154-3157.
    • (2004) J. Org. Chem. , vol.69 , pp. 3154-3157
    • Zhu, L.1    Mootoo, D.R.2
  • 58
    • 0037060928 scopus 로고    scopus 로고
    • 1,2-O-Isopropylidene-5-alkene templates for the synthesis of oligo-tetrahydrofurans
    • Dabideen, D.; Rúan, Z.M.; Mootoo, D.R. 1,2-O-Isopropylidene-5- alkene templates for the synthesis of oligo-tetrahydrofurans. Tetrahedron 2002, 58, 2077-2084.
    • (2002) Tetrahedron , vol.58 , pp. 2077-2084
    • Dabideen, D.1    Rúan, Z.M.2    Mootoo, D.R.3
  • 59
    • 0033547983 scopus 로고    scopus 로고
    • Enantioselective construction of the tetrahydropyran and tetrahydrofuran fragments of the antitumor agent mucocin from a common intermediate
    • Evans, P.A.; Murthy, V.S. Enantioselective construction of the tetrahydropyran and tetrahydrofuran fragments of the antitumor agent mucocin from a common intermediate. Tetrahedron Lett. 1999, 40, 1253-1256.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 1253-1256
    • Evans, P.A.1    Murthy, V.S.2
  • 60
    • 0032515127 scopus 로고    scopus 로고
    • A general, Practical, and versatile strategy for accessing omega-functional 1,2-Diols of high enantiomeric excess
    • Hoye, T.R.; Mayer, M.J.; Vos, T.J.; Ye, Z.X. A general, Practical, and versatile strategy for accessing omega-functional 1,2-Diols of high enantiomeric excess. J. Org. Chem. 1998, 63, 8554-8557.
    • (1998) J. Org. Chem. , vol.63 , pp. 8554-8557
    • Hoye, T.R.1    Mayer, M.J.2    Vos, T.J.3    Ye, Z.X.4
  • 61
    • 0031437614 scopus 로고    scopus 로고
    • Tandem oxidative cyclization with rhenium oxide. Total synthesis of 17,18-bisepi-goniocin
    • DOI 10.1021/ja964273z
    • 61. Sinha, S.C.; Sinha, A.; Sinha, S.C.; Keinan, E. Tandem oxidative cyclization with rhenium oxide. Total synthesis of 17,18-bisepi-goniocin. J. Am. Chem. Soc. 1997, 119, 12014-12015. (Pubitemid 28012779)
    • (1997) Journal of the American Chemical Society , vol.119 , Issue.49 , pp. 12014-12015
    • Sinha, S.C.1    Sinha, A.2    Sinha, S.C.3    Keinan, E.4
  • 62
    • 33750295898 scopus 로고    scopus 로고
    • Total synthesis of (+)-cis-sylvaticin: Double oxidative cyclization reactions catalyzed by osmium
    • DOI 10.1021/ja0660148
    • 62. Donohoe, T.J.; Harris, R.M.; Burrows, J.; Parker, J. Total synthesis of (+)-czs-sylvaticin: Double oxidative cyclization reactions catalyzed by osmium. J. Am. Chem. Soc. 2006,128, 13704-13705. (Pubitemid 44632847)
    • (2006) Journal of the American Chemical Society , vol.128 , Issue.42 , pp. 13704-13705
    • Donohoe, T.J.1    Harris, R.M.2    Burrows, J.3    Parker, J.4
  • 64
    • 60749090831 scopus 로고    scopus 로고
    • Synthesis of the non-adjacent bis-thf core of cis-sylvaticin using a double oxidative cyclisation
    • Bhunnoo, R.A.; Hobbs, H.; Laine, D.I.; Light, M.E.; Brown, R.C.D. Synthesis of the non-adjacent bis-thf core of cis-sylvaticin using a double oxidative cyclisation. Org. Biomol. Chem. 2009, 7, 1017-1024.
    • (2009) Org. Biomol. Chem. , vol.7 , pp. 1017-1024
    • Bhunnoo, R.A.1    Hobbs, H.2    Laine, D.I.3    Light, M.E.4    Brown, R.C.D.5
  • 66
    • 34548682314 scopus 로고    scopus 로고
    • Oxidative cyclization of dienes and polyenes mediated by transition-metal-oxo species
    • DOI 10.1055/s-2007-983835
    • 66. Piccialli, V. Oxidative Cyclization of dienes and polyenes mediated by transition-metal-oxo species. Synthesis 2007, 2585-2607. (Pubitemid 47414246)
    • (2007) Synthesis , Issue.17 , pp. 2585-2607
    • Piccialli, V.1
  • 67
    • 23044503924 scopus 로고    scopus 로고
    • Oxidative cyclization of diols derived from 1,5-dienes: Formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)-cis-solamin
    • DOI 10.1002/anie.200500513
    • 67. Donohoe, T.J.; Butterworth, S. Oxidative cyclization of diols derived from 1,5-dienes: Formation of enantiopure cis-tetrahydrofurans by using catalytic osmium tetroxide; formal synthesis of (+)cis-solamin. Angew. Chem. Int. Ed. 2005, 44, 4766-4768. (Pubitemid 41059181)
    • (2005) Angewandte Chemie - International Edition , vol.44 , Issue.30 , pp. 4766-4768
    • Donohoe, T.J.1    Butterworth, S.2
  • 68
    • 22944477099 scopus 로고    scopus 로고
    • Stereoselective syntheses of rolliniastatin 1, rollimembrin, and membranacin
    • DOI 10.1021/ja0526867
    • 68. Keum, G.; Hwang, C.H.; Kang, S.B.; Kim, Y.; Lee, E. Stereoselective Syntheses of rolliniastatin 1, rollimembrin, and membranacin. J. Am. Chem. Soc. 2005,127, 10396-10399. (Pubitemid 41045505)
    • (2005) Journal of the American Chemical Society , vol.127 , Issue.29 , pp. 10396-10399
    • Keum, G.1    Hwang, C.H.2    Kang, S.B.3    Kim, Y.4    Lee, E.5
  • 69
    • 0037091011 scopus 로고    scopus 로고
    • A Practical oligomeric [(Salen)Co] catalyst for asymmetric epoxide ring-opening reactions
    • Ready, J.M.; Jacobsen, E.N. A Practical oligomeric [(Salen)Co] catalyst for asymmetric epoxide ring-opening reactions. Angew. Chem. Int. Ed. 2002, 41, 1374-1377.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 1374-1377
    • Ready, J.M.1    Jacobsen, E.N.2
  • 70
    • 0037111702 scopus 로고    scopus 로고
    • Permanganate oxidation of 1,5,9-trienes: Stereoselective synthesis of tetrahydrofuran-containing fragments
    • Brown, R.C.D.; Bataille, C.J.; Hughes, R.M.; Kenney, A.; Luker, T.J. Permanganate oxidation of 1,5,9-trienes: Stereoselective synthesis of tetrahydrofuran-containing fragments. J. Org. Chem. 2002, 67, 8079-8085.
    • (2002) J. Org. Chem. , vol.67 , pp. 8079-8085
    • Brown, R.C.D.1    Bataille, C.J.2    Hughes, R.M.3    Kenney, A.4    Luker, T.J.5
  • 71
    • 28944443108 scopus 로고    scopus 로고
    • A Metal-oxo mediated approach to the synthesis of 21,22-diepimembrarollin
    • Hu, Y.L.; Brown, R.C.D. A Metal-oxo mediated approach to the synthesis of 21,22-diepimembrarollin. Chem. Commun. 2005, 5636-5637.
    • (2005) Chem. Commun. , pp. 5636-5637
    • Hu, Y.L.1    Brown, R.C.D.2
  • 72
    • 64549150201 scopus 로고    scopus 로고
    • Oxidative cyclization reactions of trienes and dienynes: Total synthesis of membrarollin
    • Morris, C.L.; Hu, Y.L.; Head, G.D.; Brown, L.J.; Whittingham, W.G.; Brown, R.C.D. Oxidative cyclization reactions of trienes and dienynes: Total synthesis of membrarollin. J. Org. Chem. 2009,74,981-988.
    • (2009) J. Org. Chem. , vol.74 , pp. 981-988
    • Morris, C.L.1    Hu, Y.L.2    Head, G.D.3    Brown, L.J.4    Whittingham, W.G.5    Brown, R.C.D.6
  • 73
    • 2442682076 scopus 로고    scopus 로고
    • Total synthesis and preliminary biological evaluation of cis-solamin isomers
    • DOI 10.1021/jo049909g
    • 73. Cecil, A.R.L.; Hu, Y.L.; Vicent, M.J.; Duncan, R.; Brown, R.C.D. Total synthesis and preliminary biological evaluation of cis-solamin isomers. J. Org. Chem. 2004, 69, 3368-3374. (Pubitemid 38655938)
    • (2004) Journal of Organic Chemistry , vol.69 , Issue.10 , pp. 3368-3374
    • Cecil, A.R.L.1    Hu, Y.2    Vicent, M.J.3    Duncan, R.4    Brown, R.C.D.5
  • 76
    • 42249089076 scopus 로고    scopus 로고
    • Hydride shift generated oxonium ions: Evidence for mechanism and intramolecular trapping experiments to form trans-THF derivatives
    • Donohoe, T.J.; Williams, O.; Churchill, G.H. Hydride shift generated oxonium ions: Evidence for mechanism and intramolecular trapping experiments to form trans-THF derivatives. Angew. Chem. Int. Ed. 2008, 47, 2869-2871.
    • (2008) Angew. Chem. Int. Ed. , vol.47 , pp. 2869-2871
    • Donohoe, T.J.1    Williams, O.2    Churchill, G.H.3
  • 77
    • 55449111899 scopus 로고    scopus 로고
    • Structural determination of montanacin D by total synthesis
    • Takahashi, S.; Hongo, Y.; Tsukagoshi, Y.; Koshino, H. Structural determination of montanacin D by total synthesis. Org. Lett. 2008,10, 4223-4226.
    • (2008) Org. Lett. , vol.10 , pp. 4223-4226
    • Takahashi, S.1    Hongo, Y.2    Tsukagoshi, Y.3    Koshino, H.4
  • 78
    • 70349160765 scopus 로고    scopus 로고
    • Synthesis of all possible isomers corresponding to the proposed structure of montanacin E, and their antitumor activity
    • Takahashi, S.; Takahashi, R.; Hongo, Y.; Koshino, H.; Yamaguchi, K.; Miyagi, T. Synthesis of all possible isomers corresponding to the proposed structure of montanacin E, and their antitumor activity. J. Org. Chem. 2009, 74, 6382-6385.
    • (2009) J. Org. Chem. , vol.74 , pp. 6382-6385
    • Takahashi, S.1    Takahashi, R.2    Hongo, Y.3    Koshino, H.4    Yamaguchi, K.5    Miyagi, T.6
  • 81
    • 0342646912 scopus 로고    scopus 로고
    • A convergent total synthesis of (-)-mucocin: An acetogenin from annonaceae
    • Hoppen, S.; Baurle, S.; Koert, U. A convergent total synthesis of (-)-mucocin: An acetogenin from annonaceae. Chem. Eur. J. 2000, 6, 2382-2396.
    • (2000) Chem. Eur. J. , vol.6 , pp. 2382-2396
    • Hoppen, S.1    Baurle, S.2    Koert, U.3
  • 82
    • 0342646912 scopus 로고    scopus 로고
    • A convergent total synthesis of (-)-mucocin: An acetogenin from annonaceae vol 6, pg 2382, 2000
    • Hoppen, S.; Bauerle, S.; Koert, U. A convergent total synthesis of (-)-mucocin: An acetogenin from annonaceae (vol 6, pg 2382, 2000). Chem. Eur. J. 2000, 6, 2906-2906
    • (2000) Chem. Eur. J. , vol.6 , pp. 2906-2906
    • Hoppen, S.1    Bauerle, S.2    Koert, U.3
  • 83
    • 0000560517 scopus 로고
    • Activation of 6-Endo over 5-Exo hydroxy epoxide openings - Stereoselective and ring selective synthesis of tetrahydrofuran and tetrahydropyran systems
    • Nicolaou, K.C.; Prasad, C.V.C.; Somers, P.K.; Hwang, C.K. Activation of 6-Endo over 5-Exo hydroxy epoxide openings - stereoselective and ring selective synthesis of tetrahydrofuran and tetrahydropyran systems. J. Am. Chem. Soc. 1989, 111, 5330-5334.
    • (1989) J. Am. Chem. Soc. , vol.111 , pp. 5330-5334
    • Nicolaou, K.C.1    Prasad, C.V.C.2    Somers, P.K.3    Hwang, C.K.4
  • 85
    • 0031038956 scopus 로고    scopus 로고
    • Total synthesis of (+)-aspicilin. the naked carbon skeleton strategy vs the bioorganic approach
    • DOI 10.1021/jo9614811, PII S0022326396014818
    • 85. Sinha, S.C.; Keinan, E. Total synthesis of (+)-aspicilin. The naked carbon skeleton strategy vs the bioorganic approach. J. Org. Chem. 1997, 62, 377-386. (Pubitemid 27089014)
    • (1997) Journal of Organic Chemistry , vol.62 , Issue.2 , pp. 377-386
    • Sinha, S.C.1    Keinan, E.2
  • 87
    • 0344861903 scopus 로고    scopus 로고
    • Enantioselective total synthesis of the potent antitumor agent (-)-mucocin using a temporary silicon-tethered ring-closing metathesis cross-coupling reaction
    • Evans, P.A.; Cui, J.; Gharpure, S.J.; Polosukhin, A.; Zhang, H.R. Enantioselective total synthesis of the potent antitumor agent (-)-mucocin using a temporary silicon-tethered ring-closing metathesis cross-coupling reaction. J. Am. Chem. Soc. 2003,125, 14702-14703.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 14702-14703
    • Evans, P.A.1    Cui, J.2    Gharpure, S.J.3    Polosukhin, A.4    Zhang, H.R.5
  • 88
    • 0032564609 scopus 로고    scopus 로고
    • Enantioselective synthesis of the 4-hydroxy buteneolide terminus of mucocin and related annonaceous acetogenins
    • Evans, P.A.; Murthy, V.S. Enantioselective synthesis of the 4-hydroxy buteneolide terminus of mucocin and related annonaceous acetogenins. Tetrahedron Lett. 1998, 39, 9627-9628.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 9627-9628
    • Evans, P.A.1    Murthy, V.S.2
  • 89
    • 0033547980 scopus 로고    scopus 로고
    • Enantioselective synthesis of the 4-hydroxy buteneolide terminus of mucocin and related annonaceous acetogenins (1998, vol. 39, p. 9627)
    • Evans, P.A.; Murthy, V.S. Enantioselective synthesis of the 4-hydroxy buteneolide terminus of mucocin and related annonaceous acetogenins (1998, vol. 39, p. 9627). Tetrahedron Lett. 1999, 40, 1423-1423.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 1423-1423
    • Evans, P.A.1    Murthy, V.S.2
  • 90
    • 0030857706 scopus 로고    scopus 로고
    • Stereoselective synthesis of the 2,6-disubstituted tetrahydropyran-3-ol of the potent antitumor agent mucocin via an acyl radical cyclization
    • Evans, P.A.; Roseman, J.D. Stereoselective synthesis of the 2,6-disubstituted tetrahydropyran-3-ol of the potent antitumor agent mucocin via an acyl radical cyclization. Tetrahedron Lett. 1997, 38, 5249-5252.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 5249-5252
    • Evans, P.A.1    Roseman, J.D.2
  • 91
    • 0037879286 scopus 로고    scopus 로고
    • Diastereoselective temporary silicon-tethered ring-closingmetathesis reactions with prochiral alcohols: A new approach to long-range asymmetric induction
    • Evans, P.A.; Cui, B.; Buffone, G.P. Diastereoselective temporary silicon-tethered ring-closingmetathesis reactions with prochiral alcohols: A new approach to long-range asymmetric induction. Angew. Chem. Int. Ed. 2003, 42, 1734-1737.
    • (2003) Angew. Chem. Int. Ed. , vol.42 , pp. 1734-1737
    • Evans, P.A.1    Cui, B.2    Buffone, G.P.3
  • 92
    • 0012258891 scopus 로고
    • A convenient method for the stereoselective preparation of trans-2hydroxymethyltetrahydrofurans by the oxidative cyclization of 5-hydroxy-l-alkenes with molecular-oxygen catalyzed by cobalt(II) complex
    • Inoki, S.; Mukaiyama, T. A convenient method for the stereoselective preparation of trans-2hydroxymethyltetrahydrofurans by the oxidative cyclization of 5-hydroxy-l-alkenes with molecular-oxygen catalyzed by cobalt(II) complex. Chem. Lett. 1990, 67-70.
    • (1990) Chem. Lett. , pp. 67-70
    • Inoki, S.1    Mukaiyama, T.2
  • 93
    • 0242460254 scopus 로고    scopus 로고
    • Stereoselective construction of Czs-2,6-disubstituted tetrahydropyrans via the reductive etherification of δ-trialkylsilyloxy substituted ketones: Total synthesis of (-)-centrolobine
    • Evans, P.A.; Cui, J.; Gharpure, S.J. Stereoselective construction of Czs-2,6-disubstituted tetrahydropyrans via the reductive etherification of δ-trialkylsilyloxy substituted ketones: Total synthesis of (-)-centrolobine. Org. Lett. 2003, 5, 3883-3885.
    • (2003) Org. Lett. , vol.5 , pp. 3883-3885
    • Evans, P.A.1    Cui, J.2    Gharpure, S.J.3
  • 94
    • 0141534458 scopus 로고    scopus 로고
    • Stereoselective construction of cyclic ethers using a tandem two-component etherification: Elucidation of the role of bismuth tribromide
    • Evans, P.A.; Cui, J.; Gharpure, S.J.; Hinkle, R.J. Stereoselective construction of cyclic ethers using a tandem two-component etherification: Elucidation of the role of bismuth tribromide. J. Am. Chem. Soc. 2003,125, 11456-11457.
    • (2003) J. Am. Chem. Soc. , vol.125 , pp. 11456-11457
    • Evans, P.A.1    Cui, J.2    Gharpure, S.J.3    Hinkle, R.J.4
  • 95
    • 33745697782 scopus 로고    scopus 로고
    • Total synthesis of (-)-mucocin
    • Crimmins, M.T.; Zhang, Y.; Diaz, F.A. Total synthesis of (-)-mucocin. Org. Lett. 2006, 8, 2369-2372.
    • (2006) Org. Lett. , vol.8 , pp. 2369-2372
    • Crimmins, M.T.1    Zhang, Y.2    Diaz, F.A.3
  • 96
    • 0001642974 scopus 로고
    • Pheromone synthesis. 59. synthesis of both the enantiomers of Erythro-6acetoxy-5-hexadecanolide-The major component of a mosquito oviposition attractant pheromone
    • Mori, K.; Otsuka, T. Pheromone synthesis. 59. synthesis of both the enantiomers of Erythro-6acetoxy-5-hexadecanolide-The major component of a mosquito oviposition attractant pheromone. Tetrahedron 1983, 39, 3267-3269.
    • (1983) Tetrahedron , vol.39 , pp. 3267-3269
    • Mori, K.1    Otsuka, T.2
  • 98
    • 4143062538 scopus 로고    scopus 로고
    • Relay ring-closing metathesis (RRCM): A Strategy for directing metal movement throughout olefin metathesis sequences
    • Hoye, T.R.; Jeffrey, C.S.; Tennakoon, M.A.; Wang, J.Z.; Zhao, H.Y. Relay ring-closing metathesis (RRCM): A Strategy for directing metal movement throughout olefin metathesis sequences. J. Am. Chem. Soc. 2004,126, 10210-10211.
    • (2004) J. Am. Chem. Soc. , vol.126 , pp. 10210-10211
    • Hoye, T.R.1    Jeffrey, C.S.2    Tennakoon, M.A.3    Wang, J.Z.4    Zhao, H.Y.5
  • 99
    • 23844548019 scopus 로고    scopus 로고
    • Synthesis of the non-classical acetogenin mucocin: A Modular approach based on olefinic coupling reactions
    • Zhu, L.; Mootoo, D.R. Synthesis of the non-classical acetogenin mucocin: A Modular approach based on olefinic coupling reactions. Org. Biomol. Chem. 2005, 3, 2750-2754.
    • (2005) Org. Biomol. Chem. , vol.3 , pp. 2750-2754
    • Zhu, L.1    Mootoo, D.R.2
  • 100
    • 0347297294 scopus 로고    scopus 로고
    • Stereoselective total synthesis of mucocin, an antitumor agent
    • DOI 10.1002/anie.200290038
    • 100. Takahashi, S.; Kubota, A.; Nakata, T. Stereoselective total synthesis of mucocin, an antitumor agent. Angew. Chem. Int. Ed. 2002, 41, 4751-4754. (Pubitemid 36061459)
    • (2002) Angewandte Chemie - International Edition , vol.41 , Issue.24 , pp. 4751-4754
    • Takahashi, S.1    Kubota, A.2    Nakata, T.3
  • 102
    • 0033593426 scopus 로고    scopus 로고
    • Total synthesis of an anticancer agent, mucocin. 1. Stereoselective synthesis of the left-half segment
    • DOI 10.1016/S0040-4039(98)02439-3, PII S0040403998024393
    • 102. Takahashi, S.; Nakata, T. Total synthesis of an anticancer agent, mucocin. 1. stereoselective synthesis of the left-half segment. Tetrahedron Lett. 1999, 40, 723-726. (Pubitemid 29059444)
    • (1999) Tetrahedron Letters , vol.40 , Issue.4 , pp. 723-726
    • Takahashi, S.1    Nakata, T.2
  • 103
    • 0033593314 scopus 로고    scopus 로고
    • Total synthesis of an anticancer agent, mucocin. 2. A novel approach to a γ-hydroxy butenolide derivative and completion of total synthesis
    • DOI 10.1016/S0040-4039(98)02440-X, PII S004040399802440X
    • 103. Takahashi, S.; Nakata, T. Total synthesis of an anticancer agent, mucocin. 2. A Novel approach to a gamma-hydroxy butenolide derivative and completion of total synthesis. Tetrahedron Lett. 1999, 40, 727-730. (Pubitemid 29059445)
    • (1999) Tetrahedron Letters , vol.40 , Issue.4 , pp. 727-730
    • Takahashi, S.1    Nakata, T.2
  • 104
    • 0037047510 scopus 로고    scopus 로고
    • Total synthesis of an antitumor agent, mucocin, based on the "chiran approach"
    • Takahashi, S.; Nakata, T. Total synthesis of an antitumor agent, mucocin, based on the "chiran approach". J. Org. Chem. 2002, 67, 5739-5752.
    • (2002) J. Org. Chem. , vol.67 , pp. 5739-5752
    • Takahashi, S.1    Nakata, T.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.