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New α-methylidenecyclopentenone block from Corey lactone diol

Airat Maratovich Gimazetdinov 1
Airat Maratovich Gimazetdinov
Lena Arslanovna Khalfitdinova 2
Lena Arslanovna Khalfitdinova
Mansur Sagar'yarovich Miftakhov 1
Mansur Sagar'yarovich Miftakhov
Published 2013-10-30
CommunicationVolume 23, Issue 6, 321-322
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Gimazetdinov A. M., Khalfitdinova L. A., Miftakhov M. S. New α-methylidenecyclopentenone block from Corey lactone diol // Mendeleev Communications. 2013. Vol. 23. No. 6. pp. 321-322.
GOST all authors (up to 50) Copy
Gimazetdinov A. M., Khalfitdinova L. A., Miftakhov M. S. New α-methylidenecyclopentenone block from Corey lactone diol // Mendeleev Communications. 2013. Vol. 23. No. 6. pp. 321-322.
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TY - JOUR
DO - 10.1016/j.mencom.2013.11.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.11.005
TI - New α-methylidenecyclopentenone block from Corey lactone diol
T2 - Mendeleev Communications
AU - Gimazetdinov, Airat Maratovich
AU - Khalfitdinova, Lena Arslanovna
AU - Miftakhov, Mansur Sagar'yarovich
PY - 2013
DA - 2013/10/30
PB - Mendeleev Communications
SP - 321-322
IS - 6
VL - 23
ER -
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@article{2013_Gimazetdinov,
author = {Airat Maratovich Gimazetdinov and Lena Arslanovna Khalfitdinova and Mansur Sagar'yarovich Miftakhov},
title = {New α-methylidenecyclopentenone block from Corey lactone diol},
journal = {Mendeleev Communications},
year = {2013},
volume = {23},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.11.005},
number = {6},
pages = {321--322},
doi = {10.1016/j.mencom.2013.11.005}
}
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Gimazetdinov, Airat Maratovich, et al. “New α-methylidenecyclopentenone block from Corey lactone diol.” Mendeleev Communications, vol. 23, no. 6, Oct. 2013, pp. 321-322. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2013.11.005.

Abstract

Methyl (5-methylidene-4-oxocyclopent-2-en-1-yl)acetate was prepared from racemic Corey lactone diol in three steps in 82% overall yield.

References

1.
Stereo-controlled synthesis of dl-prostaglandins F2.alpha. and E2
Corey E.J., Weinshenker N.M., Schaaf T.K., Huber W.
Journal of the American Chemical Society, 1969
2.
Cyclopentenones. Efficient synthesis of cis-jasome
Grieco P.A.
Journal of Organic Chemistry, 1972
3.
New stereocontrolled synthesis of prostaglandins via prostaglandin A2
Corey E.J., Mann J.
Journal of the American Chemical Society, 1973
4.
Regiospecific prins reaction, a new way to prostanoids
Tömösközi I., Gruber L., Kovács G., Székely I., Simonidesz V.
Tetrahedron Letters, 1976
5.
10.1016/j.mencom.2013.11.005_sbref0005e
Tolstikov
Zh. Org. Khim., 1984
6.
A Bicyclo[3.2.0]hept-3-en-6-one Approach to Prostaglandin Intermediates
8.
Recent Developments in the Synthesis of Prostaglandins and Analogues
Das S., Chandrasekhar S., Yadav J.S., Grée R.
Chemical Reviews, 2007
10.
Terinek M., Kozmík V., Paleček J.
Collection of Czechoslovak Chemical Communications, 2002
11.
A New Synthetic Approach to High-Purity (15R)-Latanoprost
Martynow J.G., Jóźwik J., Szelejewski W., Achmatowicz O., Kutner A., Wiśniewski K., Winiarski J., Zegrocka-Stendel O., Gołębiewski P.
European Journal of Organic Chemistry, 2007
12.
Discovery of 13-oxa prostaglandin analogs as antiglaucoma agents: Synthesis and biological activity
Feng Z., Hellberg M.R., Sharif N.A., McLaughlin M.A., Williams G.W., Scott D., Wallace T.
Bioorganic and Medicinal Chemistry, 2009
14.
Practical synthesis of 6a-carbaprostaglandin I2
Aristoff P.A.
Journal of Organic Chemistry, 1981
15.
A. Banerjee and D. Kucera, US Patent WO 2004/052310 A2, 2004.
16.
Loza V.V., Vostrikov N.S., Miftakhov M.S.
Mendeleev Communications, 2012
18.
The emergence of the cyclopentenone prostaglandins as important, biologically active compounds
Roberts S.M., Santoro M.G., Sickle E.S.
Journal of the Chemical Society Perkin Transactions 1, 2002
21.
10.1016/j.mencom.2013.11.005_sbref0040a
Tanaka
Chem. Asian J., 2006
23.
Practical Synthesis of (±)-Chlorovulone II
Ciufolini M.A., Zhu S.
Journal of Organic Chemistry, 1998
24.
New prostanoids from soft coral
Kitagawa I., Kobayashi M., Yasuzawa T., Son B.W., Yoshihara M., Kyogoku Y.
Tetrahedron, 1985
25.
Isolation and structure determination of the didemnenones, novel cytotoxic metabolites from tunicates
Lindquist N., Fenical W., Sesin D.F., Ireland C.M., Van Duyne G.D., Forsyth C.J., Clardy J.
Journal of the American Chemical Society, 1988
26.
Enantiopure didemnenones via kinetic resolution
Göres M., Winterfeldt E.
Journal of the Chemical Society Perkin Transactions 1, 1994
29.
From natural camphor to (1 R ,2 S )-2-chloromethyl-3-oxocyclopentanecarboxylic acid: a stereocontrolled approach to enantiopure sarkomycin
Garcı́a Martı́nez A., Teso Vilar E., Garcı́a Fraile A., de la Moya Cerero S., de Oro Osuna S., Lora Maroto B.
Tetrahedron Letters, 2001