ISSN 0300-922X JCPRB4(3) 185-282(1995) JOURNAL OF THE CHEMICAL SOCIETY Perkin Transactions I Organic and Bio-organic Chemistry CONTENTS Perkin Communications 185 A superior procedure for generation of substituted benzyllithiums from the corresponding chlorides Keith Smith and Duanjie Hou 187 Facile synthesis of dihydrofurans by the cerium(1v) ammonium nitrate mediated oxidative addition of 1,Wicarbonyl compounds to cyclic and acylic alkenes. Relative superiority over the manganese(II1) acetate mediated process 60 Mn(OAc),-mediated reaction afforded the product in only 41 Vijay Nair and Jessy Mathew yield 189 PbCI,/Ga Bimetal redox system-mediated RR'CO + CgCC02Et PbClamp;amp;THF carbowarbon bond formation reactions between carbonyl compounds and ethyl 1 2 trichloroacetate and iodoacetonitrile 3 5d-80 yields PbCI+THF RR'CO + ICHPN ,el,ux * Ramp;CNXiao-Lin Zhang, Ying Han, Wen-Tien Tao 4 5and Yao-Zeng Huang 70-9 yields i CONTENTS 193 Synthesis of alkyl and aryl substituted buta- 1,2,3,-trienes Hak-Fun Chow, Xiao-Ping Cao and Man-kit Leung 197 Studies of chromenes.Part 11.3-Substitution of 7-methoxy-2,2dimethylchroman4onewithout ring opening via Ibromination Robert K. Akuamoah, Philip E. Brown, Wafa Y. Marcus and John E. Steele 203 Azoniaazulenes. Part 7.Functionalisationof 10H-azepino 1,2-aindoles Gurnos Jones, Michael W. Kempa, Michael B. Hursthouse and K. Abdul Malik 2 13 Preparation and enantiomer recognition behaviour of azophenolic crown ethers containing cis-cyclohexane-l,2diol as the chiral centre Koichiro Naemura, Sachiko Takeuchi, Keiji Hirose, Yoshito Tobe, Takahiro Kaneda and Yoshiteru Sakata 221 Excitatory amino acids.Synthesis of (RS)-2-amino-3-(5-cyclopropyl-3-hydroxyisoxazol-4yl)propionic acid, a new potent and specific AMPA receptor agonist Niels Skjserbsek, Bjarke Ebert, Erik Falch, Lotte Brehm and Povl Krogsgaard-Larsen 227 Short synthetic route to congeners of the undecose antibiotic herbicidin John R. Bearder, Mark L. Dewis and Donald A. Whiting Alkyl and aryl substituted buta-l,2,3-trienes can be prepared in good yields via fluoride ion induced 1,4eIimination w* --qj 0 0 without ring-opening 10H-Azepinoindoles have been directly functionalised at positions 8, 10 and 1 I; 8H isomers have been obtained RI a R = N=N b N O 2 Both enantiomers of the azophenolic crown ether have been prepared from cis-2-benzyloxycyclohexanoland the enantioselectivity in complexation with amines has been examined Brf The undecose backbone of the herbicidins has been assembled by direct alkylation, acylation, or hydroxyalkylation of the vinyl anion from 3,4,6-tris(triisopropylsi!yl)-~-glucal ii CONTENTS 235 Facile construction of the 1-phenylnaphthyl skeleton via an ester-mediated nucleophilic aromatic substitution reaction. Applications to -the synthesis of phenylnaphthalide lignans OR' OMe OR' OR2 Tetsutaro Hattori, Hideyuki Tanaka, tahvanin C R1R2= CH2Yoshikazu Okaishi and Sotaro Miyano chinemin R1 = R2 =Me PhCHzBr243 Preparation of N-hydroxyazoles by oxidation f=bsol; Ox ,z=bsol; -,N=lof azoles Ye,NOH HBr Y+ ,NOCH2PhYe,NH X Mikael Begtrup and Per Vedser 249 Antitumour imidazotetrazines. Part 31.The synthesis of isotopically labelled temozolomide and a multinuclear ('H, 13C,"N) magneticresonance investigation of temozolomide and mitozolomide Richard T. Wheelhouse, Derry E. V. Wilman, William Thomson and Malcolm F. G. Temozolomide has been synthesized singly labelled at three sites Stevens and all its 13Cand I5Nresonances have been assigned n 253 Reactions of tetrasulfur tetranitride with aryl dibromomethyl ketones: one pot synthesis of 3-aroylformamido-4-aryl-1,2,5-thiadiazolesand their reactions 3 Kyongtae Kim, Jaeeock Cho and Sung Cheol I NaBHd HzNwAr Yoon CHC$, EtOH kS/NRf 26 1 Regioselectivity in the reductive cleavage of pyrogallol derivatives: reductive electrophilic substitution of acetals of 2,3diiethoxyphenol Ugo Azzena, Giovanni Melloni and P= MOM, P-THP lunularic acid dimethyl etherLuisa Pisano 111 267 Novel preparation of 3-alkyl-S-hydroxy-5-per(poly)fluoroalkyl-4,5-dihydroisoxazoles CONTENTS ,OSiMe, RCH=N + CH2=C, P -RnoH__c '0Br N-0 2 3 5 Jian Chen and Chang-Ming Hu 27 1 Stereoselective radical additions of y-oxy-a,$-unsaturated ester derivatives; 1,2-asymrnetric induction in acyclic and cyclisation systems Eu SnH+ R21 3 Tsutomu Morikawa, Yoshiaki Washio, R2Susumu Harada, Ryo Hanai, Takashi Kayashita, Hisako Nemoto, Motoo Shiro syn -stereoselectivity and Takeo Taguchi I vii Conference Diary iv AUTHOR INDEX Akuamoah, Robert K., 197 Azzena, Ugo, 261 Bearder, John R ,227 Begtrup, Mikael, 243 Brehm, Lotte, 221 Brown, Philip E., 197 Cao.Xiao-Ping, 193 Chen, Jian, 267 Cho, Jaeeock, 253 Chow, Hak-Fun, 193 Dewis, Mark L ,227 Ebert, Bjarke, 221 Falch, Erik. 221 Han, Ying, 189 Hanai, Ryo, 271 Harada, Susumu, 271 Hattori, Tetsutaro, 235 Hirose, Keiji, 213 Hou, Duanjie, 185 Hu, Chang-Ming, 267 Huang, Yao-Zeng, 189 Hursthouse, Michael B., 203 Jones, Gurnos, 203 Kaneda, Takahiro, 213 Kayashita, Takashi, 271 Kempa, Michael W., 203 Kim, Kyongtae, 253 Krogsgaard-Larsen, Povl, 221 Leung, Man-kit, 193 Malik, K.Abdul, 203 Marcus, Wafa Y., 197 Mathew, Jessy, 187 Melloni, Giovanni, 261 Miyano, Sotaro, 235 Morikawa, Tsutomu, 271 Naemura, Koichiro, 21 3 Nair, Vijay, 187 Nemoto, Hisako, 271 Okaishi, Yoshikazu, 235 Pisano, Luisa, 261 Sakata, Yoshiteru, 213 Shiro, Motoo, 271 Skjterbtek, Niels, 221 Smith, Keith, 185 Steele, John E., 197 Stevens, Malcolm F. G., 249 Taguchi, Takeo, 271 Takeuchi, Sachiko, 213 Tanaka, Hideyuki, 235 Tao, Wen-Tien, 189 Thomson, William, 249 Tobe, Yoshito, 213 Vedse, Per, 243 Washio, Yoshiaki, 271 Wheelhouse, Richard T., 249 Whiting, Donald A,,227 Wilman, Derry E. V., 249 Yoon, Sung Cheol, 253 Zhang, Xiao-Lin, 189 NOTE: An asterisk in the heading of each paper indicates the author who is to receive any correspondence.V Forthcoming Articles in Perkin Transactions 1 Synthesis of Fluorescent Derivatives of 3'-O-(6-AminohexanoyI)pyrimidine5'-Triphosphates that Act as DNA Polymerase Substrates Tagged in 3' R.S. Sarfati, T. Berthod, C. Guerreiro and B. Canard Synthesis and Stereochemistry of Optically Active Telluronium Ylides N.Kamigata, A. Matsuhisa, H. Taka and T.Shimizu A Useful Method for Configurational Assignment of Vinyl Sulfides: Stereochemical Reassessment of the Radical Addition of Benzenethiol to Alkynes P.C. Montevecchi, L. Capella, L. Benati and P.Spagnolo Development of a Synthesis of Lankacidins: an Investigation into 17-Membered Ring Formation E.J.Thomas and E.G. Mata Radical Cyclisation Route to Furanolignans. Short and Stereoselective Synthesis of (+)-Dihydrosesamin and (+)-Lariciresinol S.C. Roy, G. Maiti and S. Adhikari Preparation of Oxonanes and Azonanes by Oxidative Ring Expansion. Synthesis of Obtusan D.S. Brown, M.C. Elliott, C.J. Moody and TJ. Mowlem Cyclopentbindoles. Part 1. Synthesis of Cyclopentbindoles by Formal 3+2-Addition of Indolymethyl Cations to Alkenes C.-A. Harrison, P.M. Jackson, C.J. Moody and J.M.J Williams Cyclopentbindoles. Part 2. Model Studies towards the Tremorgenic Mycotoxins C.-A. Harrison, P.M. Jackson, C.J. Moody and J.M.J. Williams Synthesis of (+)-(4aa,4b~,lObp,l2ap)-9-Halogeno-2-methyl-1,2,3,4,4a,4b,5,6, lob, 11,12,12a-dodecahydronaphtho-2,1-flisoquinolines G.L.Patrick S-Phenylacetamidomethyl (Phacm): an Orthogonal Cysteine Protecting Group for Boc and Fmoc Solid-phase Peptide Synthesis Strategies F. Albericio, M. Royo, J. Alsina, E. Giralt and U.Slomczynska A Ketal Claisen Rearrangement for a-Ketol Isoprene Unit Elongation: Application to a Practical Synthesis of Sarcophytol A Intermediate H. Takayanagi, S. Sugiyama and Y. Morinaka On the Reactions of (Viny1imino)phosphoranes and Related Compounds. Part 30. A Short New Synthesis of 5-Azaazulene Derivatives. Some Comments on the Reactivities of (Viny1imino)phosphoranes M. Nitta, Y. Iino, S. Mori and T. Takayasu The LowTemperature Addition of Hydrogen Polysulfides to Olefins: Formation of 2,2-Dialkyl Polysulfides from Ak- 1-enes and Cyclic (Po1y)sulfides and Polymeric Organic Sulfur Compounds from a-Dienes W.de Graaf, J.S. Sinninghe Damste and J.W. de Leeuw Synthesis of 6a,7a- and 6P,7P-Aziridinylandrost-4-ene-3,17-dionesand Related Compounds: Potential Aromatase Inhibitors C.H. Robinson, V.C.O. Njar and R.W. Hartmann Syntheses of 2-Ethyl-8-methyl- 1,7-dioxaspir05.5undecanols W. Etching, M.F. Jacobs, B.D. Suthers and A. Hubener Synthesis of Bridged Thiazolium Salts as Models for Thiamin F.J. Leeper and D.H.C. Smith Preparation and Oxidative Doping Studies of Bis-thienyl Polyenes Stabilized by Alkyl Group Substitution C.W. Spangler and M. He Synthesis of the Selective Muscarinic Agonist (3R)-3-(6-Chloropyrazin-2-yl)-1-azabicyclo2.2.2octane S.H.B.Wright, M.S. Ashwood, A.W. Gibson, P.G. Houghton, G.R. Humphrey and D.C. Roberts Purine Isosteres with Bridgehead Nitrogen. Part 1. Two Independent Syntheses of the 1,2,4-Triazolo 1,5-a-1,3,5-triazine Ring System leading to a Range of Substituents in the 2, 5 and 7 Positions P.W.R. Caulkett, G. Jones, M. McPartlin, N.D. Renshaw, S.K. Stewart and B. Wright Stereocontrol in Cyclisation of Dioxolanyl Radicals A.S. Batsanov, MJ. Begley, R.J. Fletcher, J.-A. Murphy and M.S. Sherburn JOURNAL OFTHE CHEMICAL SOCIETY Perkin Transactions I COMMUNICAT10NS NORTH AMERICAN AUTHORS Please submit your Perkin Communications and Articles to Professor Tomas Hudlicky North American Associate Editor Department of Chemistry Virginia Tech Blacksburg VA 24061-02 12 USA r COPIES OF CITED ARTICLES The Royal Society of Chemistry Library can usually supply copies of cited articles.For further details contact: The Library, Royal Society of Chemistry, Burlington House, Piccadilly, London UK WIV OBN. Tel +44 (0) 71 437 8656. Fax: +44 (0) 71 287 9798. Telecom Gold 84: BUR210. Electronic Mailbox (Internet) LIBRARY@RSC.ORG If the material is not available from the Societyrsquo;s Library, the staff will be pleased to advise on its availability from other sources. Please note that copies are not available from the RSC at Thomas Graham House, Cambridge.
展开▼
