Synthesis of diols using the hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate)

Date

2006-05-29

Author

Celik, Murat
Alp, Cemalettin
Coşkun, Betül
Gultekin, M. Serdar
Balcı, Metin

Metadata

Show full item record

This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.

Item Usage Stats

103
views

0
downloads

1.2- and 1.3-Bis(trifluoroacetoxy) alcohols are easily obtained from the one-pot reaction of alkenes with phenyliodine(III) bis(trifluoroacetate) (PIFA) in the absence of any additive or catalyst. The products were converted into the corresponding diols by ammonolysis. The use of bicyclic alkenes has shown that rearranged 1,3-diacetoxy alcohols are mostly formed as the major products.

Subject Keywords

Phenyliodine(III) bis(trifluoroacetate), PIFA, Oxidation, Rearrangement, 1.2-diols, 1.3-diols

URI

https://hdl.handle.net/11511/57166

Journal

TETRAHEDRON LETTERS

DOI

https://doi.org/10.1016/j.tetlet.2006.03.137

Collections

Department of Physical Education and Sports, Article

Suggestions

OpenMETU
Core

SYNTHESIS AND STEREOCHEMISTRY OF PENTACARBONYL(PHOSPHOLE)METAL(0) AND TETRACARBONYLBIS(PHOSPHOLE)METAL(0) COMPLEXES OF 6B ELEMENTS OZER, Z; Özkar, Saim (Informa UK Limited, 1992-01-01) Pentacarbonylphospholemetal(0) and cis-tetracarbonylbis(phosphole)metal(0) complexes were synthesized from the thermal reaction of M(CO)5(THF) and M(CO)4(COD) (M: Cr, Mo, W) with corresponding phosphole (1-phenyl-3,4-dimethylphosphole, 1-phenyl-3-methylphosphole, and 1-phenylphosphole). These complexes were isolated as orange crystals by column chromatography on silicagel at 253 K and crystallization from n-hexane at 223 K and characterized by means of IR and NMR (H-1, C-13, and P-31). Spectroscopic data sh...
PURIFICATION OF NADH-CYTOCHROME-B5 REDUCTASE FROM SHEEP LUNG AND ITS ELECTROPHORETIC, SPECTRAL AND SOME OTHER PROPERTIES Güray, Nülüfer Tülün (Elsevier BV, 1990-01-01) 1. 1. NADH-cytochrome b5 reductase was purified from sheep lung microsomes in the presence of non-ionic and ionic detergents. Emulgen 913 and cholate, respectively. 2. 2. The purification procedure involved the ion-exchange chromatography of the detergent solubilized microsomes on DEAE-cellulose. 3. 3. Further purification and concentration of lung reductase was carried out with a second DEAE-cellulose column followed by the affinity column chromatography of partially purified reductase on 5'-ADP-agarose ...
SOLUBILIZATION AND PARTIAL-PURIFICATION OF 2 FORMS OF CYTOCHROME-P-450 FROM TROUT LIVER-MICROSOMES ARINC, E; Adalı, Orhan (Elsevier BV, 1983-01-01) 1. 1. Liver microsomal cytochrome P-450 content, NADPH-cytochrome reductase, aniline 4-hydroxylase and ethylmorphine activities of rainbow trout, Salmo gairdneri, were found to be 0.16 () nmol P-450/mg protein, 38 () units/mg protein, 0.04 () nmol protein and 0.174 ( ) nmol formaldehyde/min/mg protein, respectively. 2. 2. Trout liver cytochrome P-450 was solubilized by treatment of microsomes with sodium cholate. Chromatography on DEAE-cellulose column yielded two distinct cytochrome P-450 f...
A stable carbonyl-pyrazine-metal(0) complex: Synthesis and characterization of cis-tetracarbonylpyrazinetrimethylphosphitetungsten(0) Alper, Fatma; Kayran, Ceyhan; Özkar, Saim (2006-06-01) Pentacarbonylpyrazinetungsten(0), (CO)(5)W(pyz), is not stable in solution in polar solvents such as acetone or dichloromethane and undergoes conversion to a bimetallic complex, (CO)(5)W(pyz)W(CO)(5) plus free pyrazine. These three species exist at equilibrium. Using the quantitative H-1 NMR spectroscopy, the equilibrium constant could be determined to be K-eq = (5.9 +/- 0.8) x 10(-2) at 25 degrees C. Introducing a second pyrazine ligand into the molecule does not stabilize the complex, as CiS-W(CO)(4)(pyz)...
ELECTROPHORETIC, SPECTRAL, CATALYTIC AND IMMUNOCHEMICAL PROPERTIES OF HIGHLY PURIFIED CYTOCHROME-P-450 FROM SHEEP LUNG Adalı, Orhan (Elsevier BV, 1990-01-01) 1. 1. Cytochrome P-450LgM2 was purified from sheep lung microsomes in the presence of detergents, Emulgen 913 and cholate. 2. 2. The purification procedure involved the chromatography of the detergent solubilized microsomes on DEAE-cellulose and hydroxylapatite. 3. 3. Cytochrome P-450LgM2 was further purified on second DEAE-cellulose and hydroxylapatite columns. 4. 4. The specific content of the highly purified P-450LgM2 was 16–18 nmol P-450/mg protein and purified 164-fold. 5. 5. The yield was 16% of t...

Citation Formats

M. Celik, C. Alp, B. Coşkun, M. S. Gultekin, and M. Balcı, “Synthesis of diols using the hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate),” TETRAHEDRON LETTERS, pp. 3659–3663, 2006, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/57166.