Home / Publications / Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds

Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds

Liliya Misbakhovna Abdrakhmanova 1
Liliya Misbakhovna Abdrakhmanova
,  , 
Mudaris Nurgaleevich Dimukhametov 1
Mudaris Nurgaleevich Dimukhametov
, 
Dmitry Borisovich Krivolapov 1
Dmitry Borisovich Krivolapov
, 
Igor Anatol'evich Litvinov 1
Igor Anatol'evich Litvinov
10.1016/j.mencom.2010.01.016
Published 2009-12-30
Communication , Volume 20, Issue 1, 41-43
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Abdrakhmanova L. M. et al. Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds // Mendeleev Communications. 2009. Vol. 20. No. 1. pp. 41-43.
GOST all authors (up to 50) Copy
Abdrakhmanova L. M., Mironov V. F., Dimukhametov M. N., Krivolapov D. B., Litvinov I. A. Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds // Mendeleev Communications. 2009. Vol. 20. No. 1. pp. 41-43.
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TY - JOUR
DO - 10.1016/j.mencom.2010.01.016
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.01.016
TI - Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds
T2 - Mendeleev Communications
AU - Abdrakhmanova, Liliya Misbakhovna
AU - Mironov, Vladimir Fedorovich
AU - Dimukhametov, Mudaris Nurgaleevich
AU - Krivolapov, Dmitry Borisovich
AU - Litvinov, Igor Anatol'evich
PY - 2009
DA - 2009/12/30
PB - Mendeleev Communications
SP - 41-43
IS - 1
VL - 20
ER -
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@article{2009_Abdrakhmanova,
author = {Liliya Misbakhovna Abdrakhmanova and Vladimir Fedorovich Mironov and Mudaris Nurgaleevich Dimukhametov and Dmitry Borisovich Krivolapov and Igor Anatol'evich Litvinov},
title = {Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds},
journal = {Mendeleev Communications},
year = {2009},
volume = {20},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.01.016},
number = {1},
pages = {41--43},
doi = {10.1016/j.mencom.2010.01.016}
}
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Abdrakhmanova, Liliya Misbakhovna, et al. “Synthesis of new spirophosphoranes bearing the phosphorus–carbon bond by cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo- 1,3,2-dioxaphosphole with activated carbonyl compounds.” Mendeleev Communications, vol. 20, no. 1, Dec. 2009, pp. 41-43. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2010.01.016.

Abstract

Cascade reactions of 2-(2-methyl-4-oxopent-2-yloxy)benzo-σ3λ3-1,3,2-dioxaphosphole with chloral, hexafluoroacetone, mezoxalic acid diethyl ester and trifluoropyruvic acid ethyl ester are a versatile approach to the synthesis of spirophosphoranes bearing a phosphorus–carbon bond with a high yield and stereoselectivity.

References

2.
A DECADE OF ADVANCES IN THREE-COMPONENT REACTIONS
Syamala M.
Organic Preparations and Procedures International, 2005
4.
Theoretical Studies on Domino Cycloaddition Reactions
Domingo L.
Mini-Reviews in Organic Chemistry, 2005
5.
Cascade Reactions in Total Synthesis
Nicolaou K.C., Edmonds D.J., Bulger P.G.
Angewandte Chemie - International Edition, 2006
6.
10.1016/j.mencom.2010.01.016_bib6
Mironov
Zh. Obshch. Khim., 2006
7.
Abdrakhmanova L.M., Mironov V.F., Baronova T.A., Dimukhametov M.N., Krivolapov D.B., Litvinov I.A., Balandina A.A., Latypov S.K., Konovalov A.I.
Mendeleev Communications, 2006
8.
Abdrakhmanova L.M., Mironov V.F., Baronova T.A., Dimukhametov M.N., Krivolapov D.B., Litvinov I.A., Musin R.Z., Konovalov A.I.
Mendeleev Communications, 2007
9.
10.1016/j.mencom.2010.01.016_bib9
Abdrakhmanova
Izv. Akad. Nauk, Ser. Khim., 2008
10.
New Features in Pentacoordinate Phosphorus Chemistry
Kumara Swamy K.C., Satish Kumar N.
Accounts of Chemical Research, 2006
11.
Inductive and External Electric Field Effects in Pentacoordinated Phosphorus Compounds.
Marcos E., Crehuet R., Anglada J.M.
Journal of Chemical Theory and Computation, 2007
12.
Phosphodiester cleavage in ribonuclease H occurs via an associative two-metal-aided catalytic mechanism.
De Vivo M., Dal Peraro M., Klein M.L.
Journal of the American Chemical Society, 2008
13.
Enzymatic mechanisms of phosphate and sulfate transfer.
Cleland W.W., Hengge A.C.
Chemical Reviews, 2006
16.
Activity Difference between α-COOH and β-COOH in N-Phosphorylaspartic Acids
Chen Z., Tan B., Li Y., Zhao Y., Tong Y., Wang J.
Journal of Organic Chemistry, 2003
17.
Synthesis and hydrolysis of a phenylalanyl adenylate pentacoordinated phosphorane.
Fu H., Han B., Zhao Y., Tu G., Xu L., Lu Q., Wang J., Xiao H.
Bioorganic Chemistry, 2003
19.
G. M. Sheldrik. SADABS, Program for Empirical X-ray Absorption Correction, Bruker-Nonius, 1990–2004.
20.
E-map improvement in direct procedures
Altomare A., Cascarano G., Giacovazzo C., Viterbo D.
Acta Crystallographica Section A Foundations of Crystallography, 1991
21.
G. M. Sheldrick. SHELXL-97-2 Program for Crystal Structure Refinement. University of Göttingen, Germany, 1997.
22.
WinGXsuite for small-molecule single-crystal crystallography
Farrugia L.J.
Journal of Applied Crystallography, 1999
23.
APEX2 (Version 2.1), SAINTPlus. Data Reduction and Correction Program (Version 7.31A), Bruker Advanced X-ray Solutions, BrukerAXS Inc., Madison, Wisconsin, USA, 2006.
24.
10.1016/j.mencom.2010.01.016_bib24
Spek
Acta Crystallogr., Sect. A, 1990