The cyclic voltammetry and cathodic reduction of steroidal homoallylic nitro esters. Dimerization vs. cyclopropane formation.
スポンサーリンク
概要
- 論文の詳細を見る
The cathodic reduction of homoallylic nitro esters was carried out in DMF–TBAP using platinum electrodes. The reaction was found to be highly dependent on the ester-leaving group: Whereas 6-nitrocholest-5-en-3β-yl acetate (<B>3a</B>) gave a 3,3′-dimer <B>4</B>, 3β-tosylate <B>3d</B> gave a cyclosteroid, 6β-nitro-3α,5-cyclo-5α-cholestane (<B>7</B>). 3β-Trifluoroacetate showed intermediate behavior and gave both <B>4</B> and <B>7</B>. Similarly, 6-nitrocholest-5-ene-3β,19-diol 3-acetate 19-tosylate gave 5β,19-cyclosteroid. The cyclic voltammetry was carried out for these and related compounds. A reversible cyclic voltammogram was recorded for <B>3a</B>, but <B>3d</B> showed no anodic peak on potential reversal. A possible electron-transfer and the following chemical-reaction mechanism was discussed.
- 公益社団法人 日本化学会の論文
著者
-
Sato Takeo
Department Of Allergy And Immunological Diseases Tokyo Metropolitan Komagome Hospital
-
Kobayashi Shoichi
Department of Chemistry, Tokyo Metropolitan University
-
KOBAYASHI Shoichi
Department of Agro-bioscience, Iwate University
-
Komeichi Yoshihisa
Department of Chemistry, Tokyo Metropolitan University
-
Omura Aira
Department of Chemistry, Tokyo Metropolitan University
関連論文
- CO_3-rich charlesite from the Fuka mine, Okayama Prefecture, Japan
- Inyoite from Fuka, Okayama Prefecture, Japan
- B103 PROPERTIES OF ETHANOL LAMINAR AND TURBULENT PREMIXED FLAMES(Combustion-1)
- Chemical composition of bakerite from Fuka, Okayama Prefecture, Japan
- ARTIFICIAL CHEMICAL WEATHERING OF GABBRO UNDER EARTH SURFACE CONDITIONS : THE INFLUENCE OF ACID RAIN ON ROCKS AND MINERALS (PART 4)
- Effectiveness of Leukocytapheresis for Refractory Foot Ulceration in Rheumatoid Arthritis
- Micro-XRD and CL analyses of coesite in UHP rocks
- A case of necrotizing fasciitis caused by coagulase-negative staphylococcus : utility of magnetic resonance imaging for the preoperative diagnosis of necrotizing fasciitis
- Takotsubo (Ampulla-shaped) Cardiomyopathy Associated with Microscopic Polyangiitis
- Crowned Dens Syndrome
- Mineral chemistry of schulenbergite and its Zn-dominant analogue from the Hirao mine, Osaka, Japan
- Peripheral nervous system involvement complicated due to vasculitis in cases of primary Sjogren's syndrome : case studies in a single hospital and a literature review
- Gastrointestinal Stromal Tumor of the Rectum Resected by Laparoscopic Surgery : Report of a Case
- Reactive hemophagocytic syndrome in a case of systemic lupus erythematosus that was diagnosed by detection of hemophagocytosing macrophages in peripheral blood smears
- Retrospective, Matched Case-Control Study Comparing the Oncologic Outcomes Between Laparoscopic Surgery and Open Surgery in Patients with Right-Sided Colon Cancer
- Successful Laparoscopic Resection of a Sacrococcygeal Teratoma in an Adult : Report of a Case
- A Selective Synthesis of 3, 5-Diphenyl-1, 2, 4-Oxadiazole by a Reaction of Bezylcobaloxime with Alkyl Nitrite
- Laparoscopic resection of a gastrointestinal stromal tumor of the rectum after treatment with imatinib mesylate : report of a case
- Talmessite from the Uriya deposit at the Kiura mining area, Oita Prefecture, Japan
- Stereochemical control in electron-transfer induced reactions. Cyclic voltammetry and cathodic reduction of epimeric 3-halogeno-6-nitro-5-cholestenes.
- Experimental Branch Retinal Vein Obstruction
- Reaction of organocobaloxime with thiol under irradiation.
- A highly selective transannular route to trans-trans-1,2,3,3a,4,5,9,10,10a,10b-decahydropyrenes from (2.2)metacyclophanes.
- The electrochemical behavior of mononitrophenyltrimethylsilanes and 2,4-dinitrophenyltrimethylsilane.
- Steady-Light Irradiation and Flash Photolysis Studies of [2.2]Metacyclophane-Iodine Systems. Mechanistic Implications of Transannular Dehydrogenation Reaction
- Experimental Branch Retinal Vein Obstruction by Photochemical Thrombosis
- Structural dependence in a one-electron transfer process: Naphthalene peri ketones.
- Conformational Changes in Heterocyclic Analogs of Metaparacyclophane
- A New Route to Polycondensed Aromatics: Photolytic Formation of Triphenylene and Dibenzo[fg,op]naphthacene Ring Systems
- Thermal Decomposition of Dibenziodolium Halides. Evidence for a Homolytic Pathway
- Photocyclization of o-Terphenyl-Type Compounds and Reactivity Indices
- Sarcoidosis with Acute Recurrent Polyarthritis and Hypercalcemia
- The cyclic voltammetry and cathodic reduction of steroidal homoallylic nitro esters. Dimerization vs. cyclopropane formation.
- Talmessite from the Uriya deposit at the Kiura mining area, Oita Prefecture, Japan