메뉴 건너뛰기




Volumn 71, Issue 13-14, 2006, Pages 1025-1044

Recent advances in thiasteroids chemistry

Author keywords

Biological activity; Thiasteroid

Indexed keywords

15 THIA 18 NORESTRATETRAENONE 15,15 DIOXIDE; 15 THIAANDROSTENOLONE 15,15 DIOXIDE; 15 THIAESTRATETRAENONE 15,15 DIOXIDE; 17 THIA 18 NORESTRATETRAENONE 17,17 DIOXIDE; 2,6 BISTHIABENZ[3,4] DEXTRO HOMOESTRA 3,5(10),8,14 TETRAEN 17A ONE; 2,6 BISTHIABENZ[3,4]ESTRA 3,5(10),8,14 TETRAEN 17 ONE; 3A,6 DIHYDRO 1 METHYLCYCLOPENTA[6,7][1,2]DITHIEPINO[5,4 B][1]BENZOTHIOPHEN 2(3H) ONE; 3BETA ACETOXY 17A OXA DEXTRO HOMO 1,3,5(10) ESTRATRIEN 17 ONE; 3BETA ACETOXY SECO 13 BROMO 1,3,5(10) ESTRATRIEN 16 OIC ACID; 8,13 DIAZA 3 THIA A NORGONA 1,5(10) DIEN 17 ONE; 8,13 DIAZA 6,6 DIMETHYL 2 THIA 8,14 SECOGONA 5(10),9(11) DIENE 14,17 DIONE; 8,13 DIAZA 6,6 DIMETHYL 2 THIAGONA 5(10) EN 17 ONE; 8,14 SECO 2,6 BISTHIABENZ[3,4] DEXTRO HOMOESTRA 3,5(10),9(11) TRIEN 14,17A DIONE; 8,14 SECO 2,6 BISTHIABENZ[3,4]ESTRA 3,5(10),8,14 TETRAEN 17 ONE; 8,14 SECO 2,6,16 TRISTHIABENZ[3,4] DEXTRO HOMOESTRA 3,5(10),9(11) TRIEN 14,17A DIONE; B NOR 6,12 BISTHIA 8,14 SECOESTRA 1,3,5(10),8 TETRAEN 14,17 DIONE; B NOR 6,12 BISTHIAESTRA 1,3,5(10),8,14 PENTAEN 17 ONE; ESTRADIOL; ESTROGEN DERIVATIVE; IMMUNOMODULATING AGENT; IMMUNOSTIMULATING AGENT; KETONE DERIVATIVE; ORAL CONTRACEPTIVE AGENT; STEROID; UNCLASSIFIED DRUG; VACCINE;

EID: 33751241390     PISSN: 0039128X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.steroids.2006.09.006     Document Type: Review
Times cited : (48)

References (92)
  • 1
    • 0014248553 scopus 로고
    • The steroidal estrogens
    • Morand P., and Lyall J. The steroidal estrogens. Chem Rev 68 1 (1968) 85-124
    • (1968) Chem Rev , vol.68 , Issue.1 , pp. 85-124
    • Morand, P.1    Lyall, J.2
  • 2
    • 84981932204 scopus 로고
    • Approaches to total synthesis of heterocyclic steroidal systems
    • Huisman H.O. Approaches to total synthesis of heterocyclic steroidal systems. Angew Chem Int Ed Engl 10 7 (1971) 450-459
    • (1971) Angew Chem Int Ed Engl , vol.10 , Issue.7 , pp. 450-459
    • Huisman, H.O.1
  • 4
    • 0017090567 scopus 로고
    • Synthesis of 2-azaestratrienes
    • Chorvat R.J., and Pappo R. Synthesis of 2-azaestratrienes. J Org Chem 41 17 (1976) 2864-2870
    • (1976) J Org Chem , vol.41 , Issue.17 , pp. 2864-2870
    • Chorvat, R.J.1    Pappo, R.2
  • 5
    • 33751249062 scopus 로고
    • Ready total synthesis of 8,13-diaza-18-norestrone methyl ethers
    • Taylor E.C., and Lenard K. Ready total synthesis of 8,13-diaza-18-norestrone methyl ethers. Chem Commun 1967 2 (1967) 97-98
    • (1967) Chem Commun , vol.1967 , Issue.2 , pp. 97-98
    • Taylor, E.C.1    Lenard, K.2
  • 7
    • 33751219596 scopus 로고
    • Total synthesis of heterocyclic steroidal systems
    • Huisman H.O. Total synthesis of heterocyclic steroidal systems. Int Rev Sci: Org Chem Ser One 8 (1973) 235-267
    • (1973) Int Rev Sci: Org Chem Ser One , vol.8 , pp. 235-267
    • Huisman, H.O.1
  • 8
    • 33751242051 scopus 로고
    • Synthesis of heterocyclic steroids
    • Tilak B.D. Synthesis of heterocyclic steroids. J Indian Chem Soc 36 (1959) 509-525
    • (1959) J Indian Chem Soc , vol.36 , pp. 509-525
    • Tilak, B.D.1
  • 9
    • 33751226312 scopus 로고
    • Total synthesis of heterocyclic steroids. Synthesis of (±)-8,13-diazagon-5(10)-en-17-one and (±)-8,13-diaza-6,6-dimethyl-2-thiagon-5(10)-en-17-one
    • Tailor S.H., Kamat A.K., and Bhide G.V. Total synthesis of heterocyclic steroids. Synthesis of (±)-8,13-diazagon-5(10)-en-17-one and (±)-8,13-diaza-6,6-dimethyl-2-thiagon-5(10)-en-17-one. Indian J Chem 25B (1986) 127-132
    • (1986) Indian J Chem , vol.25 B , pp. 127-132
    • Tailor, S.H.1    Kamat, A.K.2    Bhide, G.V.3
  • 10
    • 33751243662 scopus 로고
    • Studies on thiasteroids. Investigations concerning the total syntheses of 12-thiasteroids, 2,6-bisthiabenz[3,4]estra-3,5(10),8,14-tetraen-17-one and its D-homo analog and 2,6,16-tristhiabenz[3,4]-D-homoestra-3,5(10),8,14-tetraen-17a-one
    • Ramadas R., and Kumaresan S. Studies on thiasteroids. Investigations concerning the total syntheses of 12-thiasteroids, 2,6-bisthiabenz[3,4]estra-3,5(10),8,14-tetraen-17-one and its D-homo analog and 2,6,16-tristhiabenz[3,4]-D-homoestra-3,5(10),8,14-tetraen-17a-one. Indian J Chem 28B 11 (1989) 906-911
    • (1989) Indian J Chem , vol.28 B , Issue.11 , pp. 906-911
    • Ramadas, R.1    Kumaresan, S.2
  • 11
    • 0042802359 scopus 로고
    • Polyhetero polycyclic ring systems: synthesis of D-homo-6,11,15-tristhia-1,3,5(10),8,13-gonapentaen-17a-one
    • Kumaresan S., and Ramadas S.R. Polyhetero polycyclic ring systems: synthesis of D-homo-6,11,15-tristhia-1,3,5(10),8,13-gonapentaen-17a-one. Phosphorus Sulfur Relat Elements 19 3 (1984) 295-297
    • (1984) Phosphorus Sulfur Relat Elements , vol.19 , Issue.3 , pp. 295-297
    • Kumaresan, S.1    Ramadas, S.R.2
  • 13
    • 0021003458 scopus 로고
    • Total synthesis of heterocyclic steroids. Synthesis of (±)-8,13-diaza-3-thia-A-norgona-1,5(10)-dien-17-one
    • Tailor S.H., Kamat A.K., and Bhide G.V. Total synthesis of heterocyclic steroids. Synthesis of (±)-8,13-diaza-3-thia-A-norgona-1,5(10)-dien-17-one. Steroids 42 5 (1983) 493-501
    • (1983) Steroids , vol.42 , Issue.5 , pp. 493-501
    • Tailor, S.H.1    Kamat, A.K.2    Bhide, G.V.3
  • 14
    • 0021025243 scopus 로고
    • Intramolecular Wittig cyclization: a novel route to previously unknown 3-thia and 3-sulfinyl analogs of testosterone
    • Flynn Gary A. Intramolecular Wittig cyclization: a novel route to previously unknown 3-thia and 3-sulfinyl analogs of testosterone. J Org Chem 48 22 (1983) 125-127
    • (1983) J Org Chem , vol.48 , Issue.22 , pp. 125-127
    • Flynn Gary, A.1
  • 15
    • 0001544101 scopus 로고
    • Cycloalkenes by intramolecular Wittig reaction
    • Becker K.B. Cycloalkenes by intramolecular Wittig reaction. Tetrahedron 36 12 (1980) 1717-1745
    • (1980) Tetrahedron , vol.36 , Issue.12 , pp. 1717-1745
    • Becker, K.B.1
  • 16
    • 37049103611 scopus 로고
    • A mild and efficient degradation of ring A of steroids
    • Boar R.B., Jones S.L., and Patel A.C. A mild and efficient degradation of ring A of steroids. J Chem Soc, Perkin Trans 1 (1982) 513-516
    • (1982) J Chem Soc, Perkin Trans , vol.1 , pp. 513-516
    • Boar, R.B.1    Jones, S.L.2    Patel, A.C.3
  • 17
    • 0000595912 scopus 로고
    • A new, highly efficient method for the conversion of alcohols to thiolesters and thiols
    • Volante R.P. A new, highly efficient method for the conversion of alcohols to thiolesters and thiols. Tetrahedron Lett 22 33 (1981) 3119-3122
    • (1981) Tetrahedron Lett , vol.22 , Issue.33 , pp. 3119-3122
    • Volante, R.P.1
  • 18
    • 33751234986 scopus 로고
    • Photoinduced transformations. Replacement of a carbonyl group of cyclic ketones by a sulfur or a nitrogen atom. A new method for transformation of steroidal ketones into thia- or azasteroids
    • Suginome H., and Yamada S. Photoinduced transformations. Replacement of a carbonyl group of cyclic ketones by a sulfur or a nitrogen atom. A new method for transformation of steroidal ketones into thia- or azasteroids. Chem Lett (1984) 2079-2082
    • (1984) Chem Lett , pp. 2079-2082
    • Suginome, H.1    Yamada, S.2
  • 19
    • 0003503963 scopus 로고
    • Photoinduced transformations. Replacement of a carbonyl group of cyclic ketones by an oxygen atom: a four-step transformation of cyclic ketones into cyclic ethers
    • Suginome H., and Yamada S. Photoinduced transformations. Replacement of a carbonyl group of cyclic ketones by an oxygen atom: a four-step transformation of cyclic ketones into cyclic ethers. Tetrahedron Lett 25 36 (1984) 3995-3998
    • (1984) Tetrahedron Lett , vol.25 , Issue.36 , pp. 3995-3998
    • Suginome, H.1    Yamada, S.2
  • 20
    • 0344880114 scopus 로고
    • Quantitative dealkylation of alkyl esters via treatment with trimethylsilyl iodide. A new method for ester hydrolysis
    • Jung M.F., and Lyster M.A. Quantitative dealkylation of alkyl esters via treatment with trimethylsilyl iodide. A new method for ester hydrolysis. J Am Chem Soc 99 3 (1977) 968-969
    • (1977) J Am Chem Soc , vol.99 , Issue.3 , pp. 968-969
    • Jung, M.F.1    Lyster, M.A.2
  • 21
    • 33751205944 scopus 로고
    • Novel synthesis of 2,3-seco-A-nor-5α-cholestane-2,3-diol
    • Gust D., Jacobus J., and Mislow K. Novel synthesis of 2,3-seco-A-nor-5α-cholestane-2,3-diol. J Org Chem 33 7 (1968) 2996-2997
    • (1968) J Org Chem , vol.33 , Issue.7 , pp. 2996-2997
    • Gust, D.1    Jacobus, J.2    Mislow, K.3
  • 22
    • 0343849921 scopus 로고
    • Total synthesis of heterocyclic steroids. Synthesis of (±)-8-aza-3-thia-A-nor-9β,14α-estra-1,5(10)-dien-12-one and its 14β-isomer
    • Tailor S.H., Kamat A.K., and Bhide G.V. Total synthesis of heterocyclic steroids. Synthesis of (±)-8-aza-3-thia-A-nor-9β,14α-estra-1,5(10)-dien-12-one and its 14β-isomer. Indian J Chem 27B 4 (1988) 330-335
    • (1988) Indian J Chem , vol.27 B , Issue.4 , pp. 330-335
    • Tailor, S.H.1    Kamat, A.K.2    Bhide, G.V.3
  • 23
    • 0344397347 scopus 로고
    • Azasteroids. Synthesis and stereochemistry of 12-oxo-17-deoxo-8-azaestrone methyl ether
    • Reine A.H., and Meyers A.I. Azasteroids. Synthesis and stereochemistry of 12-oxo-17-deoxo-8-azaestrone methyl ether. J Org Chem 35 3 (1970) 554-557
    • (1970) J Org Chem , vol.35 , Issue.3 , pp. 554-557
    • Reine, A.H.1    Meyers, A.I.2
  • 24
    • 0020592096 scopus 로고
    • 4-Thia-5-cholesten-3-one and some further steroidal δ-thioenol lactones
    • Kasal A. 4-Thia-5-cholesten-3-one and some further steroidal δ-thioenol lactones. Collection Czechoslovak Chem Commun 48 5 (1983) 1489-1498
    • (1983) Collection Czechoslovak Chem Commun , vol.48 , Issue.5 , pp. 1489-1498
    • Kasal, A.1
  • 25
    • 33751225393 scopus 로고    scopus 로고
    • Bakshi RK, Patel GF, Rasmusson GH, Tolman RL. Synthesis of 4-oxa and 4-thia steroids as 5α-reductase inhibitors. USXXAM US 5,777,134; 1998 [23 pp].
  • 26
    • 3242689079 scopus 로고    scopus 로고
    • Efficient synthesis of an enantiopure thiasteroid by a double Heck reaction
    • Tietze L.F., Luecke L.P., Major F., and Mueller P. Efficient synthesis of an enantiopure thiasteroid by a double Heck reaction. Aust J Chem 57 7 (2004) 635-640
    • (2004) Aust J Chem , vol.57 , Issue.7 , pp. 635-640
    • Tietze, L.F.1    Luecke, L.P.2    Major, F.3    Mueller, P.4
  • 27
    • 0000344537 scopus 로고
    • Synthetic method for conversion of formyl groups into ethynyl groups
    • Corey E.J., and Fuchs P.L. Synthetic method for conversion of formyl groups into ethynyl groups. Tetrahedron Lett (1972) 3769-3772
    • (1972) Tetrahedron Lett , pp. 3769-3772
    • Corey, E.J.1    Fuchs, P.L.2
  • 28
    • 0030576985 scopus 로고    scopus 로고
    • A general and convenient synthetic method of geometrically pure (Z)-1-bromo-1-alkenes
    • Uenishi J., Kawahama R., Shiga Y., Yonemitsu O., and Tsuji J. A general and convenient synthetic method of geometrically pure (Z)-1-bromo-1-alkenes. Tetrahedron Lett 37 37 (1996) 6759-6762
    • (1996) Tetrahedron Lett , vol.37 , Issue.37 , pp. 6759-6762
    • Uenishi, J.1    Kawahama, R.2    Shiga, Y.3    Yonemitsu, O.4    Tsuji, J.5
  • 29
    • 0001683443 scopus 로고    scopus 로고
    • Palladium-catalyzed stereoselective hydrogenolysis of conjugated 1, 1-dibromo-1-alkenes to (Z)-1-bromo-1-alkenes. An application to stepwise and one-pot synthesis of enediynes and dienynes
    • Uenishi J., Kawahama R., Yonemitsu O., and Tsuji J. Palladium-catalyzed stereoselective hydrogenolysis of conjugated 1, 1-dibromo-1-alkenes to (Z)-1-bromo-1-alkenes. An application to stepwise and one-pot synthesis of enediynes and dienynes. J Org Chem 61 17 (1996) 5716-5717
    • (1996) J Org Chem , vol.61 , Issue.17 , pp. 5716-5717
    • Uenishi, J.1    Kawahama, R.2    Yonemitsu, O.3    Tsuji, J.4
  • 30
  • 31
    • 84981886574 scopus 로고
    • Total synthesis of optically active steroids. New type of asymmetric cyclization to optically active steroid CD partial structures
    • Eder U., Sauer G., and Wiechert R. Total synthesis of optically active steroids. New type of asymmetric cyclization to optically active steroid CD partial structures. Angew Chem Int Ed 10 7 (1971) 496-497
    • (1971) Angew Chem Int Ed , vol.10 , Issue.7 , pp. 496-497
    • Eder, U.1    Sauer, G.2    Wiechert, R.3
  • 32
    • 33847804003 scopus 로고
    • Asymmetric synthesis of bicyclic intermediates of natural product chemistry
    • Hajos Z.G., and Parrish D.R. Asymmetric synthesis of bicyclic intermediates of natural product chemistry. J Org Chem 39 12 (1974) 1615-1621
    • (1974) J Org Chem , vol.39 , Issue.12 , pp. 1615-1621
    • Hajos, Z.G.1    Parrish, D.R.2
  • 33
    • 0001864818 scopus 로고
    • Selective synthesis of a functionalized enantiopure cyclopentane derivative for the preparation of steroids
    • Tietze L.F., and Subba Rao P.S.V. Selective synthesis of a functionalized enantiopure cyclopentane derivative for the preparation of steroids. Synlett (1993) 291-292
    • (1993) Synlett , pp. 291-292
    • Tietze, L.F.1    Subba Rao, P.S.V.2
  • 34
    • 0027481923 scopus 로고
    • 3P combination in untapped 1:1 ratio: preparation, reactivity, and phosphorus-31 NMR
    • 3P combination in untapped 1:1 ratio: preparation, reactivity, and phosphorus-31 NMR. Tetrahedron Lett 34 15 (1993) 2513-2516
    • (1993) Tetrahedron Lett , vol.34 , Issue.15 , pp. 2513-2516
    • Mandai, T.1    Matsumoto, T.2    Tsuji, J.3    Saito, S.4
  • 35
    • 0030031026 scopus 로고    scopus 로고
    • Palladium-catalyzed hydrogenolysis of allylic and propargylic compounds with various hydrides
    • Tsuji J., and Mandai T. Palladium-catalyzed hydrogenolysis of allylic and propargylic compounds with various hydrides. Synthesis (1996) 1-24
    • (1996) Synthesis , pp. 1-24
    • Tsuji, J.1    Mandai, T.2
  • 36
    • 33751222589 scopus 로고
    • Total syntheses of 2-oxa-6-thiabenz[3,4]estra-3,5(10),8,14-tetraen-17-one and its D-homo analog
    • Ramadas S.R., Rao J.A., and Krishna M.V. Total syntheses of 2-oxa-6-thiabenz[3,4]estra-3,5(10),8,14-tetraen-17-one and its D-homo analog. Sulfur Lett 2 1 (1984) 7-10
    • (1984) Sulfur Lett , vol.2 , Issue.1 , pp. 7-10
    • Ramadas, S.R.1    Rao, J.A.2    Krishna, M.V.3
  • 37
    • 0015265087 scopus 로고
    • Steroids and related products. The synthesis of 11-oxa steroids
    • Engel C.R., Rastogi R.C., and Chowdhury M.N. Steroids and related products. The synthesis of 11-oxa steroids. Steroids 19 1 (1972) 1-24
    • (1972) Steroids , vol.19 , Issue.1 , pp. 1-24
    • Engel, C.R.1    Rastogi, R.C.2    Chowdhury, M.N.3
  • 38
    • 0016731302 scopus 로고
    • Steroids and related products. XLI. (1) The synthesis of 11-oxa steroids. III. (2) 17-Acetoxy-11-oxaprogesterone (3)
    • Engel C.R., Salvi S., and Chowdhury M.N. Steroids and related products. XLI. (1) The synthesis of 11-oxa steroids. III. (2) 17-Acetoxy-11-oxaprogesterone (3). Steroids 25 6 (1975) 781-790
    • (1975) Steroids , vol.25 , Issue.6 , pp. 781-790
    • Engel, C.R.1    Salvi, S.2    Chowdhury, M.N.3
  • 39
    • 0021987316 scopus 로고
    • Steroids and related products. LII. 11-Aza steroids. Part IV. The synthesis of 11-aza 9α-steroids. II. The synthesis of 11-aza-4,5α-dihydrotestosterone
    • Gumulka M., Ibrahim I.H., Boncza-Tomaszewski Z., and Engel C.R. Steroids and related products. LII. 11-Aza steroids. Part IV. The synthesis of 11-aza 9α-steroids. II. The synthesis of 11-aza-4,5α-dihydrotestosterone. Can J Chem 63 3 (1985) 766-772
    • (1985) Can J Chem , vol.63 , Issue.3 , pp. 766-772
    • Gumulka, M.1    Ibrahim, I.H.2    Boncza-Tomaszewski, Z.3    Engel, C.R.4
  • 40
    • 0023213457 scopus 로고
    • Steroids and related products. LIII. The synthesis of 11-oxa steroids. V. The synthesis of 17-ethynyl-11-oxatestosterone
    • Engel C.R., Mukherjee D., Chowdhury M.N., and Salvi V.S. Steroids and related products. LIII. The synthesis of 11-oxa steroids. V. The synthesis of 17-ethynyl-11-oxatestosterone. Steroids 47 6 (1986) 381-399
    • (1986) Steroids , vol.47 , Issue.6 , pp. 381-399
    • Engel, C.R.1    Mukherjee, D.2    Chowdhury, M.N.3    Salvi, V.S.4
  • 41
    • 18844467265 scopus 로고
    • Thia steroids. 2-Thia-A-nor-5-alpha-pregnan-20-one
    • Wolff M.E., and Zanati G. Thia steroids. 2-Thia-A-nor-5-alpha-pregnan-20-one. J Med Chem 13 3 (1970) 563
    • (1970) J Med Chem , vol.13 , Issue.3 , pp. 563
    • Wolff, M.E.1    Zanati, G.2
  • 42
    • 0014949790 scopus 로고
    • Preparation and androgenic activity of novel heterocyclic steroids
    • Wolff M.E., and Zanati G. Preparation and androgenic activity of novel heterocyclic steroids. Experientia 26 10 (1970) 1115-1116
    • (1970) Experientia , vol.26 , Issue.10 , pp. 1115-1116
    • Wolff, M.E.1    Zanati, G.2
  • 43
    • 0015138754 scopus 로고
    • Heterocyclic steroids. Synthesis and androgenic activity of A-ring oxaandrostanes
    • Zanati G., and Wolff M.E. Heterocyclic steroids. Synthesis and androgenic activity of A-ring oxaandrostanes. J Med Chem 14 10 (1971) 958-961
    • (1971) J Med Chem , vol.14 , Issue.10 , pp. 958-961
    • Zanati, G.1    Wolff, M.E.2
  • 44
    • 84922264858 scopus 로고
    • Polyheteropolycyclic ring systems: synthesis of steroid-type compounds derived from 2H-4-oxo-3,4-dihydro-5-methyl-8-phenyl-1-thiopyrano[2,3-e]benzofuran and 2H,5H-4-oxo-5-methyl-3,4-dihydroindeno-[1,2-b]thiopyran
    • Ramadas S.R., and Krishna M.V. Polyheteropolycyclic ring systems: synthesis of steroid-type compounds derived from 2H-4-oxo-3,4-dihydro-5-methyl-8-phenyl-1-thiopyrano[2,3-e]benzofuran and 2H,5H-4-oxo-5-methyl-3,4-dihydroindeno-[1,2-b]thiopyran. Phosphorus Sulfur Relat Elements 15 3 (1983) 311-315
    • (1983) Phosphorus Sulfur Relat Elements , vol.15 , Issue.3 , pp. 311-315
    • Ramadas, S.R.1    Krishna, M.V.2
  • 45
    • 0018774298 scopus 로고
    • Heterocyclic steroids. Studies on the total synthesis of racemic 2-phenyl-7-methyl-3-oxa-A-nor-14β-estra-1,5(10),6,8-tetraen-17α-ol
    • Ramadas S.R., and Padmanabhan S. Heterocyclic steroids. Studies on the total synthesis of racemic 2-phenyl-7-methyl-3-oxa-A-nor-14β-estra-1,5(10),6,8-tetraen-17α-ol. Steroids 33 2 (1979) 153-166
    • (1979) Steroids , vol.33 , Issue.2 , pp. 153-166
    • Ramadas, S.R.1    Padmanabhan, S.2
  • 46
    • 0013813745 scopus 로고
    • An improved synthesis of estrogens
    • Miki T., Hiraga K., and Asako T. An improved synthesis of estrogens. Chem Pharm Bull 13 11 (1965) 1285-1289
    • (1965) Chem Pharm Bull , vol.13 , Issue.11 , pp. 1285-1289
    • Miki, T.1    Hiraga, K.2    Asako, T.3
  • 47
    • 33751239792 scopus 로고
    • Attempts towards the total synthesis of 2-azasteroids-a synthesis of (±)-4-cyano-1-methyl-2-azaisoequilenin ethyl ether
    • Kasturi T.R., and Sharma V.K. Attempts towards the total synthesis of 2-azasteroids-a synthesis of (±)-4-cyano-1-methyl-2-azaisoequilenin ethyl ether. Indian J Chem 14B 10 (1976) 731-734
    • (1976) Indian J Chem , vol.14 B , Issue.10 , pp. 731-734
    • Kasturi, T.R.1    Sharma, V.K.2
  • 48
    • 0012984106 scopus 로고
    • The Friedel-Crafts reaction with cinnamic, crotonic and β-chlorocrotonic acids
    • Koelsch C.F., Hochmann H., and Le Claire C.D. The Friedel-Crafts reaction with cinnamic, crotonic and β-chlorocrotonic acids. J Am Chem Soc 65 (1943) 59-60
    • (1943) J Am Chem Soc , vol.65 , pp. 59-60
    • Koelsch, C.F.1    Hochmann, H.2    Le Claire, C.D.3
  • 49
    • 33751254395 scopus 로고
    • Synthesis of isoxazole analogs of heterosteroids
    • Balasubramanian M., Ramana D.V., and Ramadas S.R. Synthesis of isoxazole analogs of heterosteroids. Sulfur Lett 5 6 (1987) 165-170
    • (1987) Sulfur Lett , vol.5 , Issue.6 , pp. 165-170
    • Balasubramanian, M.1    Ramana, D.V.2    Ramadas, S.R.3
  • 50
    • 0041800136 scopus 로고
    • A new approach to the construction of polythia polycyclic ring systems: total synthesis of 2,3,7,8-tetrahydro-4H,5H,15H-thiopyrano[2″,3″:4′,5′]thiopyrano[2′,3′:4,5]thiopyrano[3,2-d][1]benzothiepin-4-one
    • Balasubramanian M., Ramana D.V., and Ramadas S.R. A new approach to the construction of polythia polycyclic ring systems: total synthesis of 2,3,7,8-tetrahydro-4H,5H,15H-thiopyrano[2″,3″:4′,5′]thiopyrano[2′,3′:4,5]thiopyrano[3,2-d][1]benzothiepin-4-one. Sulfur Lett 3 5 (1985) 163-168
    • (1985) Sulfur Lett , vol.3 , Issue.5 , pp. 163-168
    • Balasubramanian, M.1    Ramana, D.V.2    Ramadas, S.R.3
  • 51
    • 33751217744 scopus 로고
    • New steroidal heterocycles: total synthesis of 2,3,5,6-tetrahydro-1H,13H-thiopyrano[2′,3′:4,5]thiopyrano[3,2-d][1]benzoxepin-1-one
    • Balasubramanian M., Ramana D.V., and Ramadas S.R. New steroidal heterocycles: total synthesis of 2,3,5,6-tetrahydro-1H,13H-thiopyrano[2′,3′:4,5]thiopyrano[3,2-d][1]benzoxepin-1-one. Sulfur Lett 4 1 (1985) 7-11
    • (1985) Sulfur Lett , vol.4 , Issue.1 , pp. 7-11
    • Balasubramanian, M.1    Ramana, D.V.2    Ramadas, S.R.3
  • 52
    • 33751214857 scopus 로고
    • Polythia polycyclic systems: total synthesis of 2,3,6,7-tetrahydro-1H,5H,13H-thiopyrano[2′,3′:4,5]thiopyrano[2,3-f]benzocyclohepten-1-one. (11,15-Dithia-B,D-dihomogonane derivative)
    • Balasubramanian M., Ramana D.V., and Ramadas S.R. Polythia polycyclic systems: total synthesis of 2,3,6,7-tetrahydro-1H,5H,13H-thiopyrano[2′,3′:4,5]thiopyrano[2,3-f]benzocyclohepten-1-one. (11,15-Dithia-B,D-dihomogonane derivative). Sulfur Lett 4 5 (1986) 151-156
    • (1986) Sulfur Lett , vol.4 , Issue.5 , pp. 151-156
    • Balasubramanian, M.1    Ramana, D.V.2    Ramadas, S.R.3
  • 53
    • 0039049382 scopus 로고
    • Photoinduced molecular transformations. Synthesis of heterosteroids. The first synthesis of 11-thiasteroids and a new synthesis of 11-oxasteroids
    • Suginome H., Wang J.B., and Yamada S. Photoinduced molecular transformations. Synthesis of heterosteroids. The first synthesis of 11-thiasteroids and a new synthesis of 11-oxasteroids. Chem Lett 5 (1987) 783-786
    • (1987) Chem Lett , Issue.5 , pp. 783-786
    • Suginome, H.1    Wang, J.B.2    Yamada, S.3
  • 54
  • 55
    • 23944481547 scopus 로고    scopus 로고
    • Efficient synthesis of new 11-thiasteroids and their oxides and dioxides
    • Oumzil K., Ibrahim-Ouali M., and Santelli M. Efficient synthesis of new 11-thiasteroids and their oxides and dioxides. Tetrahedron 61 39 (2005) 9405-9413
    • (2005) Tetrahedron , vol.61 , Issue.39 , pp. 9405-9413
    • Oumzil, K.1    Ibrahim-Ouali, M.2    Santelli, M.3
  • 56
    • 0001179810 scopus 로고
    • Intramolecular cycloadditions of o-quinodimethanes
    • Oppolzer W. Intramolecular cycloadditions of o-quinodimethanes. J Am Chem Soc 93 15 (1971) 3833-3834
    • (1971) J Am Chem Soc , vol.93 , Issue.15 , pp. 3833-3834
    • Oppolzer, W.1
  • 57
    • 0001080486 scopus 로고
    • Thermal rearrangement of N-(1-benzocyclobutenyl)vinylacetamide. Kinetics and mechanism
    • Oppolzer W. Thermal rearrangement of N-(1-benzocyclobutenyl)vinylacetamide. Kinetics and mechanism. J Am Chem Soc 93 15 (1971) 3834-3835
    • (1971) J Am Chem Soc , vol.93 , Issue.15 , pp. 3834-3835
    • Oppolzer, W.1
  • 58
    • 0001179810 scopus 로고
    • Intramolecular cycloadditions of o-quinodimethanes
    • Oppolzer W. Intramolecular cycloadditions of o-quinodimethanes. J Am Chem Soc 93 15 (1971) 3833-3834
    • (1971) J Am Chem Soc , vol.93 , Issue.15 , pp. 3833-3834
    • Oppolzer, W.1
  • 59
    • 0017098147 scopus 로고
    • A formal regio- and stereoselective total synthesis of estrone. A convenient synthesis of D-homoestrone
    • Kametani T., Nemoto H., Ishikawa H., Shiroyama K., and Fukumoto K. A formal regio- and stereoselective total synthesis of estrone. A convenient synthesis of D-homoestrone. J Am Chem Soc 98 11 (1976) 3378-3379
    • (1976) J Am Chem Soc , vol.98 , Issue.11 , pp. 3378-3379
    • Kametani, T.1    Nemoto, H.2    Ishikawa, H.3    Shiroyama, K.4    Fukumoto, K.5
  • 60
    • 0017772407 scopus 로고
    • A stereoselective total synthesis of estrone by an intramolecular cycloaddition reaction of olefinic o-quinodimethane
    • Kametani T., Nemoto H., Ishikawa H., Shiroyama K., Matsumoto H., and Fukumoto K. A stereoselective total synthesis of estrone by an intramolecular cycloaddition reaction of olefinic o-quinodimethane. J Am Chem Soc 99 10 (1977) 3461-3466
    • (1977) J Am Chem Soc , vol.99 , Issue.10 , pp. 3461-3466
    • Kametani, T.1    Nemoto, H.2    Ishikawa, H.3    Shiroyama, K.4    Matsumoto, H.5    Fukumoto, K.6
  • 61
    • 0002375921 scopus 로고
    • New synthetic methods. Intramolecular [4 + 2]- and [3 + 2]-cycloadditions in organic synthesis
    • Oppolzer W. New synthetic methods. Intramolecular [4 + 2]- and [3 + 2]-cycloadditions in organic synthesis. Angew Chem 89 1 (1977) 10-24
    • (1977) Angew Chem , vol.89 , Issue.1 , pp. 10-24
    • Oppolzer, W.1
  • 62
    • 85065852858 scopus 로고
    • Intramolecular cycloaddition reactions of o-quinodimethans in organic synthesis
    • Oppolzer W. Intramolecular cycloaddition reactions of o-quinodimethans in organic synthesis. Synthesis (1978) 793-802
    • (1978) Synthesis , pp. 793-802
    • Oppolzer, W.1
  • 63
    • 0019432563 scopus 로고
    • Recent advances in the total synthesis of steroids via intramolecular cycloaddition reactions
    • Kametani T., and Nemoto H. Recent advances in the total synthesis of steroids via intramolecular cycloaddition reactions. Tetrahedron 37 1 (1981) 3-16
    • (1981) Tetrahedron , vol.37 , Issue.1 , pp. 3-16
    • Kametani, T.1    Nemoto, H.2
  • 64
    • 0032554910 scopus 로고    scopus 로고
    • Second generation of steroid synthesis via o-quinodimethane
    • Nemoto H., and Fukumoto K. Second generation of steroid synthesis via o-quinodimethane. Tetrahedron 54 21 (1998) 5425-5464
    • (1998) Tetrahedron , vol.54 , Issue.21 , pp. 5425-5464
    • Nemoto, H.1    Fukumoto, K.2
  • 65
    • 0037068141 scopus 로고    scopus 로고
    • First [2 + 2]-cycloaddition of a 3,4-didehydropyridine and a ketene dialkyl acetal
    • Mariet N., Ibrahim-Ouali M., and Santelli M. First [2 + 2]-cycloaddition of a 3,4-didehydropyridine and a ketene dialkyl acetal. Tetrahedron Lett 43 33 (2002) 5789-5791
    • (2002) Tetrahedron Lett , vol.43 , Issue.33 , pp. 5789-5791
    • Mariet, N.1    Ibrahim-Ouali, M.2    Santelli, M.3
  • 66
    • 23044447723 scopus 로고    scopus 로고
    • First total synthesis of 3-aza-11-thia-1,3,5(10)-trieno steroids
    • Oumzil K., Ibrahim-Ouali M., and Santelli M. First total synthesis of 3-aza-11-thia-1,3,5(10)-trieno steroids. Tetrahedron Lett 46 35 (2005) 5799-5801
    • (2005) Tetrahedron Lett , vol.46 , Issue.35 , pp. 5799-5801
    • Oumzil, K.1    Ibrahim-Ouali, M.2    Santelli, M.3
  • 67
    • 0033524667 scopus 로고    scopus 로고
    • A simple method for in situ generation of thiols from thioacetates
    • Yelm K.E. A simple method for in situ generation of thiols from thioacetates. Tetrahedron Lett 40 6 (1999) 1101-1102
    • (1999) Tetrahedron Lett , vol.40 , Issue.6 , pp. 1101-1102
    • Yelm, K.E.1
  • 68
    • 33751254101 scopus 로고
    • Approaches to the synthesis of 12-thia steroids: synthesis of B-nor-6,12-bisthiaestra-1,3,5(10),8,14-pentaen-17-one
    • Ramadas S.R., Chenchaiah P.C., Rao J.A., and Kumaresan S. Approaches to the synthesis of 12-thia steroids: synthesis of B-nor-6,12-bisthiaestra-1,3,5(10),8,14-pentaen-17-one. Tetrahedron Lett 24 48 (1983) 5403-5406
    • (1983) Tetrahedron Lett , vol.24 , Issue.48 , pp. 5403-5406
    • Ramadas, S.R.1    Chenchaiah, P.C.2    Rao, J.A.3    Kumaresan, S.4
  • 69
    • 0000238547 scopus 로고
    • Organic sulfur chemistry. Selective desulfurization of disulfides. Scope and mechanism
    • Harpp D.N., and Gleason J.G. Organic sulfur chemistry. Selective desulfurization of disulfides. Scope and mechanism. J Am Chem Soc 93 10 (1971) 2437-2445
    • (1971) J Am Chem Soc , vol.93 , Issue.10 , pp. 2437-2445
    • Harpp, D.N.1    Gleason, J.G.2
  • 71
    • 0025148906 scopus 로고
    • Photoinduced molecular transformations. A versatile substitution of a carbonyl group of steroidal ketones by a heteroatom. The synthesis of aza-, oxa-, thia-, selena-, and tellurasteroids
    • Suginome H., Yamada S., and Wang J.B. Photoinduced molecular transformations. A versatile substitution of a carbonyl group of steroidal ketones by a heteroatom. The synthesis of aza-, oxa-, thia-, selena-, and tellurasteroids. J Org Chem 55 7 (1990) 2170-2176
    • (1990) J Org Chem , vol.55 , Issue.7 , pp. 2170-2176
    • Suginome, H.1    Yamada, S.2    Wang, J.B.3
  • 72
    • 33845378483 scopus 로고
    • Photoinduced transformations. A four-step substitution of a carbonyl group of steroidal ketones by an oxygen atom. A new method for the synthesis of cyclic ethers
    • Suginome H., and Yamada S. Photoinduced transformations. A four-step substitution of a carbonyl group of steroidal ketones by an oxygen atom. A new method for the synthesis of cyclic ethers. J Org Chem 50 14 (1985) 2489-2494
    • (1985) J Org Chem , vol.50 , Issue.14 , pp. 2489-2494
    • Suginome, H.1    Yamada, S.2
  • 73
    • 0033240489 scopus 로고    scopus 로고
    • 8-Aza-16-thiasteroids. Single-stage synthesis of 8-aza-16-thiagonane ABCD tetracycle by [2 + 4]-cyclocondensation of 3,4-dihydroisoquinolines with 3-acetylthiotetronic acid
    • Budnikova M.V., Lis L.G., and Mikhal'chuk A.L. 8-Aza-16-thiasteroids. Single-stage synthesis of 8-aza-16-thiagonane ABCD tetracycle by [2 + 4]-cyclocondensation of 3,4-dihydroisoquinolines with 3-acetylthiotetronic acid. Russian J General Chem 69 6 (1999) 1012-1013
    • (1999) Russian J General Chem , vol.69 , Issue.6 , pp. 1012-1013
    • Budnikova, M.V.1    Lis, L.G.2    Mikhal'chuk, A.L.3
  • 74
    • 0039441051 scopus 로고    scopus 로고
    • Heteroannelation of 3,4-dihydroisoquinoline with (3H,5H)-3-acylthiophene-2,4-diones: one-stage synthesis of new heterocyclic steroid analogs, 8-aza-16-thiagonanes
    • Budnikova M.V., Rubinov D.B., Lis L.G., and Mikhal'chuk A.L. Heteroannelation of 3,4-dihydroisoquinoline with (3H,5H)-3-acylthiophene-2,4-diones: one-stage synthesis of new heterocyclic steroid analogs, 8-aza-16-thiagonanes. Mendeleev Commun (1999) 208-209
    • (1999) Mendeleev Commun , pp. 208-209
    • Budnikova, M.V.1    Rubinov, D.B.2    Lis, L.G.3    Mikhal'chuk, A.L.4
  • 75
    • 0029938811 scopus 로고    scopus 로고
    • Heterocyclic steroids: synthesis of steroidal selena, tellura, and thia lactones of estrane series
    • Siddiqui A.U., Satyanarayana Y., Ahmed I., and Siddiqui A.H. Heterocyclic steroids: synthesis of steroidal selena, tellura, and thia lactones of estrane series. Steroids 61 5 (1996) 302-304
    • (1996) Steroids , vol.61 , Issue.5 , pp. 302-304
    • Siddiqui, A.U.1    Satyanarayana, Y.2    Ahmed, I.3    Siddiqui, A.H.4
  • 76
    • 0001779709 scopus 로고
    • Baeyer-Villiger oxidation of aldehydes and ketones
    • Adams R. (Ed), John Wiley & Sons, New York
    • Hassall C.H. Baeyer-Villiger oxidation of aldehydes and ketones. In: Adams R. (Ed). Organic reactions vol. 9 (1957), John Wiley & Sons, New York 73-106
    • (1957) Organic reactions , vol.9 , pp. 73-106
    • Hassall, C.H.1
  • 77
    • 33751220840 scopus 로고    scopus 로고
    • Braun G. Perbenzoic acid. In: Gilman H, editro, Organic synthesis collective, vol. 1, New York: John Wiley & Sons, pp. 431-434.
  • 78
    • 14944349072 scopus 로고    scopus 로고
    • Annelation of 3,4-dihydroisoquinolines by 3-acyl-5,5-dimethylthiopyran-2,4-diones. Synthesis and properties of 8-aza-17-thia-D-homogona-12,17a-diones
    • Budnikova M.V., Gulyakevich O.V., Zheldakova T.A., Mikhal'chuk A.L., and Rubinov D.B. Annelation of 3,4-dihydroisoquinolines by 3-acyl-5,5-dimethylthiopyran-2,4-diones. Synthesis and properties of 8-aza-17-thia-D-homogona-12,17a-diones. Chem Heterocyclic Comp 40 10 (2004) 1359-1369
    • (2004) Chem Heterocyclic Comp , vol.40 , Issue.10 , pp. 1359-1369
    • Budnikova, M.V.1    Gulyakevich, O.V.2    Zheldakova, T.A.3    Mikhal'chuk, A.L.4    Rubinov, D.B.5
  • 80
    • 33751205054 scopus 로고    scopus 로고
    • Jeger O, Wehrli HU. 19-Hydroxy-3-aza-A-homoandrostanes. Patentschrift (Switz.) 1973:3 pp. Division of Swiss 538,510.
  • 81
    • 33751207121 scopus 로고    scopus 로고
    • Isomura K, Yamazaki T, Nagata M, Matoba K. Diazasteroid derivative. Jpn Kokai Tokkyo Koho 1975:5 pp.
  • 82
    • 0031059270 scopus 로고    scopus 로고
    • The estradiol pharmacophore: ligand structure-estrogen receptor binding affinity relationships and a model for the receptor binding site
    • Anstead G.M., Carlson K.E., and Katzenellenbogen J.A. The estradiol pharmacophore: ligand structure-estrogen receptor binding affinity relationships and a model for the receptor binding site. Steroids 62 3 (1997) 268-303
    • (1997) Steroids , vol.62 , Issue.3 , pp. 268-303
    • Anstead, G.M.1    Carlson, K.E.2    Katzenellenbogen, J.A.3
  • 83
    • 0024376118 scopus 로고
    • The bitter pill
    • Djerassi C. The bitter pill. Science 245 4916 (1989) 356-361
    • (1989) Science , vol.245 , Issue.4916 , pp. 356-361
    • Djerassi, C.1
  • 84
    • 0033578667 scopus 로고    scopus 로고
    • Acute activation of Maxi-K channels (hSlo) by estradiol binding to the beta subunit
    • Valverde M.A., Rojas P., Amigo J., Cosmelli D., Orio P., Bahamonde M.I., et al. Acute activation of Maxi-K channels (hSlo) by estradiol binding to the beta subunit. Science 285 5435 (1999) 1929-1931
    • (1999) Science , vol.285 , Issue.5435 , pp. 1929-1931
    • Valverde, M.A.1    Rojas, P.2    Amigo, J.3    Cosmelli, D.4    Orio, P.5    Bahamonde, M.I.6
  • 85
    • 0020441129 scopus 로고
    • New heterocyclic ring systems. 7,11-Dithiaazasteroid analogs
    • Cecchetti V., Fravolini A., and Schiaffella F. New heterocyclic ring systems. 7,11-Dithiaazasteroid analogs. J Heterocyclic Chem 19 5 (1982) 1045-1050
    • (1982) J Heterocyclic Chem , vol.19 , Issue.5 , pp. 1045-1050
    • Cecchetti, V.1    Fravolini, A.2    Schiaffella, F.3
  • 86
    • 33751234535 scopus 로고
    • New heterocyclic ring systems. 7,11-Dithiaoxasteroids analogs
    • Cecchetti V., Fravolini A., Fringuelli R., and Schiaffella F. New heterocyclic ring systems. 7,11-Dithiaoxasteroids analogs. Heterocycles 22 10 (1984) 2293-2300
    • (1984) Heterocycles , vol.22 , Issue.10 , pp. 2293-2300
    • Cecchetti, V.1    Fravolini, A.2    Fringuelli, R.3    Schiaffella, F.4
  • 88
    • 0003929778 scopus 로고
    • Search for selective heterosteroid-type immunotropic substances. Khimiya i Biol. Immunoregulyatorov (chemistry and biology of immunoregultors)
    • Akhrem A.A., Kuz'mitskii B.B., Lakhvich F.A., Khripac V.A., and Zhuravkov Y.L. Search for selective heterosteroid-type immunotropic substances. Khimiya i Biol. Immunoregulyatorov (chemistry and biology of immunoregultors). Riga (1985) 265-278
    • (1985) Riga , pp. 265-278
    • Akhrem, A.A.1    Kuz'mitskii, B.B.2    Lakhvich, F.A.3    Khripac, V.A.4    Zhuravkov, Y.L.5
  • 89
    • 33751215544 scopus 로고    scopus 로고
    • Fried J, Thoma RW. 1-Dehydrotestololactone. US Patent 2,744,120; 1956.
  • 91
    • 0014783313 scopus 로고
    • Thia steroids. Derivative of 2-thia-a-nor-5-alpha-androstan-17-beta-ol as probes of steroid-receptor interactions
    • Wolff M.E., Zanati G., Shanmugasundarum G., Gupte S., and Aadahl G. Thia steroids. Derivative of 2-thia-a-nor-5-alpha-androstan-17-beta-ol as probes of steroid-receptor interactions. J Med Chem 13 3 (1970) 531-534
    • (1970) J Med Chem , vol.13 , Issue.3 , pp. 531-534
    • Wolff, M.E.1    Zanati, G.2    Shanmugasundarum, G.3    Gupte, S.4    Aadahl, G.5
  • 92
    • 0014547774 scopus 로고
    • Thia steroids. 2-Thia-A-nor-5-alpha-androstan-17-beta-ol, an active androgen
    • Wolff M.E., and Zanati G. Thia steroids. 2-Thia-A-nor-5-alpha-androstan-17-beta-ol, an active androgen. J Med Chem 12 4 (1969) 629-631
    • (1969) J Med Chem , vol.12 , Issue.4 , pp. 629-631
    • Wolff, M.E.1    Zanati, G.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.