Special Issue

Tetsuo Nozoe's Special Issues, Vol. 11, No. 1, 1978

79 data found. 61 - 79 listedFirst Previous
Communication | Special issue | Vol 11, No. 1, 1978, pp. 415 - 418
Published online:
DOI: 10.3987/S(N)-1978-01-0415
Total Synthesis of (±)-Tubulosine and (±)-Deoxytubulosine

Tetsuji Kametani,* Yukio Suzuki, and Masataka Ihara

*Pharmaceutical Institute, Tohoku University, Aramaki, Aoba-ku, Sendai 980-8578, Japan


Total synthesis of (±)-tubulosine (1) and (±)-deoxytubulosine (2) by Pictet-Spengler reaction of (±)-4-oxoprotoemetine (6) with serotonin (7) or tryptamine (8) followed by reduction with sodium bis(2-methoxyethoxy)aluminium hydride in pyridine is described.

PDF (69KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 419 - 435
Published online:
DOI: 10.3987/S(N)-1978-01-0419
The reaction of Singlet Oxygen with 1-Methoxycyclohexene

Paul D. Bartlett* and Aryeh A. Frimer

*Department of Chemistry, Harvard University, 12 Oxford Street, Cambridge, Massachysetts 02138, U.S.A.


1-Methoxycyclohexene (1) on photosensitized oxygenation yields the two allylic hydroperoxides 2 and 3 and the dioxetane 4. In a slower reaction 2, which is still an enol ether, is further photo-oxidized. The initial oxidation products are all thermally unstable, but analytical procedures are described by which their amounts can be determined. The rate of oxygenation and the proportion of 3 are both approximately doubled in benzene compared to acetonitrile as solvent. The mechanism of the reaction is discussed in the light of this and related evidence recently developed for the 2,3-dihydro-4H-pyrans.

PDF (315KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 437 - 442
Published online:
DOI: 10.3987/S(N)-1978-01-0437
The Total Synthesis of Mollicellin A

George Büchi* and Paul G. Williard

*Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, U.S.A.


The total synthesis of mollicellin A is reported.

PDF (92KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 443 - 454
Published online:
DOI: 10.3987/S(N)-1978-01-0443
Photoelectron Spectra of Unsaturated Oxides ll, 2,5-Dihydrofuran Derivatives

Martin Bloch, Edgar Heilbronner,* Taylor B. Jones, and Jean L. Ripoll

*Physikalisch-Chemisches Institut, Universität Basel, Klingelbergstrasse 80, 4056-Basel, Switzerland

PDF (186KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 455 - 460
Published online:
DOI: 10.3987/S(N)-1978-01-0455
Syntheses of Bicyclocaprolactam Systems by the Photo-Ring-Expansion of N-Substituted Succinimides

Yuichi Kanaoka,* Haruo Okajima, Yasumaru Hatanaka, and Masanao Terashima

*Faculty of Pharmaceutical Sciences, Hokkaido University, Kita 12 Nishi 6, Kita-ku, Sapporo, Hokkaido 060-0812, Japan


Synthetic application of the photo-ring-expansion was studied with bicycle N-substituted succinimides and a variety of bicyclocaprolactams were photochemically synthesized with retention of their endo and exo configurations.

PDF (82KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 461 - 465
Published online:
DOI: 10.3987/S(N)-1978-01-0461
Formation of Pyrrole Derivatives upon Rearrangement of 1H-1,2-Diazepines in the Presence of Fe2(CO)9

Francois Bellamy, Jean-Luc Schuppiser, and Jacques Streith*

*Ecole Nationale Supérieure de Chimie de Mulhouse, Université de Haute Alsace, 3, Rue Alfred Werner 68093 Mulhouse Cedez, France


On treatment with Fe2(CO)9 N-arylsulfonyl-1H-1,2-diazepines 1 yield, in addition to iron tricarbonyl complexes 2, isomeric pyrrole derivatives 3. Vinylnitrenes 6, stabilized by iron tricarbonyl moieties, are postulated as the most likely reaction intermediates.

PDF (87KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 467 - 470
Published online:
DOI: 10.3987/S(N)-1978-01-0467
Photolytic Removal of a 4-Pyridyl-(t-butyl-amino-carbonyl)methyl Auxiliary Group from the Amide Nitrogen of a Four Component Condensation Product

Peter Bukall and Ivar Ugi*

*Organisch-Chemisches Institut, Technische Universität München, Lichtenbergstrasse 4, D-8046 Garching, Germany


As a model for peptide syntheses the cleavability of the C-N bond in the four-component condensation (4 CC) product (V) of 4-pyridinecarboxaldehyde with t-butyl isocyanide, phenylacetic acid and benzylamine was studied; it was found that (V) yields N-(benzyl)phenylacetamide on photolysis.

PDF (67KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 471 - 480
Published online:
DOI: 10.3987/S(N)-1978-01-0471
Insect Antifeedant Sesquiterpene Lactones from Schkuhria pinnata: The Direct Obtention of Pure Compounds Using Reverse-phase Preparative Liquid Chromatogrphy

Michael J. Pettei, Iwao Miura, Isao Kubo, and Koji Nakanishi*

*Department of Chemistry, Columbia University, Havemeyer Hall, New York, NY 10027, U.S.A.


The structure of two germacranolides isolated from the East and West African plant Schkuhria pinnata have been determined by spectroscopic and chemical methods to be 1 (schkuhrin-I) and 3 (schkuhrin-II). These compounds were isolated in pure form directly from the crude aqueous methanol extract of whole plant in gram-scale by reverse-phase prep-LC. They exhibit antifeedant activity against the African army worm (Spodoptera exempta) and the Mexican bean beetle, (Epilancha varivestes), antimicrobial activity against some Gram-positive bacteria and in vivo cytotoxicity (KB test) at the level of 5.5 μg/ml.

PDF (165KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 481 - 487
Published online:
DOI: 10.3987/S(N)-1978-01-0481
Thallium in Organic Synthesis. 54. Reactions of Reissert Compounds with Thallium (III) Nitrate (TTN)

Edward C. Taylor,* Ignatius J. Turchi, and Alexander Mckillop

*Department of Chemistry, Princeton University , Princeton, New Jersey 08544, U.S.A.


Treatment of the Reissert compounds derived from substituted quinolines with thallium (III) nitrate (TTN) results either in ring contraction to dihydroindole derivatives or oxidative debenzoylation and formation of 2-cyanoquinolines, depending on the nature and postion of the substituent groups in the aromatic ring. Reissert compounds derived from isoquinolines give tetrahydroisoquinoline derivatives under the same conditions.

PDF (136KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 489 - 494
Published online:
DOI: 10.3987/S(N)-1978-01-0489
A Flexible New Synthesis of Benzo-1,3-dioxan-4-ones

Lester A. Mitscher,* Howard Eugene Gracey, George W. Clark, III, Daniel Flynn, Ted A. Baer, Shoji Omoto, Gregory Pinkleman, and Roberta Loeffler

*Department of Medicinal Chemistry, The University of Kansas, Lawrence, Kansas 66045, U.S.A.

PDF (86KB)
Communication | Special issue | Vol 11, No. 1, 1978, pp. 495 - 520
Published online:
DOI: 10.3987/S(N)-1978-01-0495
New Synthetic S-Adenosyl-homocysteine Analogues with Oncostatic and Antiviral Activity

Marc Vuilhorgne, Pierre Blanchard, Charles J.R. Hedgecock, Francoise Lawrence, Malka Robert-Gero, and Edgar Lederer*

*Institut de Chimie des Substtances Naturelles, C. N. R. S., 91190 Gif-sur-Yvette, France


Description of the synthesis of 16 new nucleosides and their activity as inhibitors of transformation of chick embryo fibroblasts by Rous Sarcoma Virus and, in vitro, of tRNA methylases and protein methylase I; the relation between chemical structure and biological activity is discussed.

PDF (539KB)
Review | Special issue | Vol 11, No. 1, 1978, pp. 521 - 547
Published online:
DOI: 10.3987/S(N)-1978-01-0521
175 Years of Isoquinoline Drugs

Arnold Brossi*

*Laboratory of Chemistry, NIAMDD, NIH Bethesda, Maryland 20014, U.S.A.


Morphine was isolated 175 years ago. At the occasion of this event it seemes appropriate to review isoquinoline drugs in general and to present some recent discoveries in this field. The following examples have been chosen for this purpose: 3-Deoxymorphines as analgesics, the bronchodilator trimetoquinol, the anthelmintic praziquantel and the discovery of “mammalian TIQ alkaloids” in the urine of Parkinsonian patients.

PDF (345KB)
Review | Special issue | Vol 11, No. 1, 1978, pp. 549 - 562
Published online:
DOI: 10.3987/S(N)-1978-01-0549
2,3-Dihydro-1,4-diazepines 1973-1977

Douglas Lloyd* and Hamish McNab

*Department of Chemistry, Puredie Building, University of St. Andrews, St. Andrews, Fife, Scotland, U.K.


The chemistry of 2,3-dihydro-1,4-diazepines and their salts as recorded in the literature 1973-1977 (with a few references from 1978) is discussed under the headings:
Preparation of Dihydrodiazepines
Structure and Spectra
Reactions with Electrophiles
Reactions with Nucleophiles
Rearrangement Reactions
Electrochemical Reduction

PDF (277KB)
Review | Special issue | Vol 11, No. 1, 1978, pp. 563 - 586
Published online:
DOI: 10.3987/S(N)-1978-01-0563
The Use of Thiacyclophanes to Prepare Novel Conjugated Aromatic Compounds

Reginald H. Mitchell*

*Department of Chemistry, University of Victoria, Victoria, BC V8W 3V6, Canada


Dithia[3.3]cyclophanes are easily ring contracted to cyclophanes containing a thia-substituent on the bridge. This substituent can then be eliminated to give a conjugated aromatic system. This article gives a survey of the use of this sequence to prepare novel systems.

PDF (249KB)
Review | Special issue | Vol 11, No. 1, 1978, pp. 587 - 613
Published online:
DOI: 10.3987/S(N)-1978-01-0587
Recent Progress in the Chemistry of Phenanthroinodolizidine Alkaloids

Tuticorin R. Govindachari* and Narayanaiyer Viswanathan

*CIBA-GEIGY Research Centre, Goregaon Bombay 400063, India

PDF (403KB)
Review | Special issue | Vol 11, No. 1, 1978, pp. 615 - 629
Published online:
DOI: 10.3987/S(N)-1978-01-0615
Carbon-13 NMR Study of Saccharides

Hiroshi Sugiyama*

*Chemical Research Institute of Non-Aqueous Solutions, Tohoku University, Katahira, Aoba-ku, Sendai 980-8577, Japan

PDF (268KB)
Review | Special issue | Vol 11, No. 1, 1978, pp. 631 - 662
Published online:
DOI: 10.3987/S(N)-1978-01-0631
Heterocycles Derived from 1,3,2-Dioxaphospholenes

Fausto Ramirez,* Hiroshi Okazaki, and James F. Marecek

*Department of Chemistry, State University of New York, Stony Brook, New York 11794-3400, U.S.A.

PDF (462KB)
Review | Special issue | Vol 11, No. 1, 1978, pp. 663 - 695
Published online:
DOI: 10.3987/S(N)-1978-01-0663
Heterocyclic Constituents of Meat Aroma

Günther Ohloff* and Ivon Flament

*Firmenich, Research Laboratories, CH-1211, Geneva 8, Switzerland

PDF (506KB)
Review | Special issue | Vol 11, No. 1, 1978, pp. 697 - 738
Published online:
DOI: 10.3987/S(N)-1978-01-0697
The Detection and Properties of Thiirenes

Maunel Torres, Elizabeth M. Lown, and Otto P. Strausz*

*Department of Chemistry, The University of Alberta, Calgary, Alberta, T2N, 1N4, Canada

PDF (730KB)
79 data found. 61 - 79 listedFirst Previous