Home / Publications / Stereospecific intramolecular cyclization of diethyl (R)-2-(N-benzylidene)-aminobutyl phosphite into (3R,5R)-2-ethoxy-2-oxo-3-phenyl-5-ethyl-1,4,2-oxazaphosphorinane in the presence of hydrogen chloride

Stereospecific intramolecular cyclization of diethyl (R)-2-(N-benzylidene)-aminobutyl phosphite into (3R,5R)-2-ethoxy-2-oxo-3-phenyl-5-ethyl-1,4,2-oxazaphosphorinane in the presence of hydrogen chloride

Mudaris Nurgaleevich Dimukhametov 1
Mudaris Nurgaleevich Dimukhametov
, 
Elena Yur'evna Davydova 1
Elena Yur'evna Davydova
, 
Evgenia Vladimirovna Bayandina 1
Evgenia Vladimirovna Bayandina
, 
Alexey Borisovich Dobrynin 1
Alexey Borisovich Dobrynin
, 
Igor Anatol'evich Litvinov 1
Igor Anatol'evich Litvinov
, 
Vladimir Alekseevich Alfonsov 1
Vladimir Alekseevich Alfonsov
10.1070/MC2001v011n06ABEH001506
Published 2001-12-18
Communication , Volume 11, Issue 6, 222-224
16
Share
Cite this
GOST
 | 
Cite this
GOST
Copy cite
Dimukhametov M. N. et al. Stereospecific intramolecular cyclization of diethyl (R)-2-(N-benzylidene)-aminobutyl phosphite into (3R,5R)-2-ethoxy-2-oxo-3-phenyl-5-ethyl-1,4,2-oxazaphosphorinane in the presence of hydrogen chloride // Mendeleev Communications. 2001. Vol. 11. No. 6. pp. 222-224.
GOST all authors (up to 50)
Copy cite
Dimukhametov M. N., Davydova E. Y., Bayandina E. V., Dobrynin A. B., Litvinov I. A., Alfonsov V. A. Stereospecific intramolecular cyclization of diethyl (R)-2-(N-benzylidene)-aminobutyl phosphite into (3R,5R)-2-ethoxy-2-oxo-3-phenyl-5-ethyl-1,4,2-oxazaphosphorinane in the presence of hydrogen chloride // Mendeleev Communications. 2001. Vol. 11. No. 6. pp. 222-224.
RIS
 | 
Cite this
RIS
Copy cite
TY - JOUR
DO - 10.1070/MC2001v011n06ABEH001506
UR - https://mendcomm.colab.ws/publications/10.1070/MC2001v011n06ABEH001506
TI - Stereospecific intramolecular cyclization of diethyl (R)-2-(N-benzylidene)-aminobutyl phosphite into (3R,5R)-2-ethoxy-2-oxo-3-phenyl-5-ethyl-1,4,2-oxazaphosphorinane in the presence of hydrogen chloride
T2 - Mendeleev Communications
AU - Dimukhametov, Mudaris Nurgaleevich
AU - Davydova, Elena Yur'evna
AU - Bayandina, Evgenia Vladimirovna
AU - Dobrynin, Alexey Borisovich
AU - Litvinov, Igor Anatol'evich
AU - Alfonsov, Vladimir Alekseevich
PY - 2001
DA - 2001/12/18
PB - Mendeleev Communications
SP - 222-224
IS - 6
VL - 11
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors)
Copy cite
@article{2001_Dimukhametov,
author = {Mudaris Nurgaleevich Dimukhametov and Elena Yur'evna Davydova and Evgenia Vladimirovna Bayandina and Alexey Borisovich Dobrynin and Igor Anatol'evich Litvinov and Vladimir Alekseevich Alfonsov},
title = {Stereospecific intramolecular cyclization of diethyl (R)-2-(N-benzylidene)-aminobutyl phosphite into (3R,5R)-2-ethoxy-2-oxo-3-phenyl-5-ethyl-1,4,2-oxazaphosphorinane in the presence of hydrogen chloride},
journal = {Mendeleev Communications},
year = {2001},
volume = {11},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2001v011n06ABEH001506},
number = {6},
pages = {222--224},
doi = {10.1070/MC2001v011n06ABEH001506}
}
MLA
Cite this
MLA
Copy cite
Dimukhametov, Mudaris Nurgaleevich, et al. “Stereospecific intramolecular cyclization of diethyl (R)-2-(N-benzylidene)-aminobutyl phosphite into (3R,5R)-2-ethoxy-2-oxo-3-phenyl-5-ethyl-1,4,2-oxazaphosphorinane in the presence of hydrogen chloride.” Mendeleev Communications, vol. 11, no. 6, Dec. 2001, pp. 222-224. https://mendcomm.colab.ws/publications/10.1070/MC2001v011n06ABEH001506.
Views / Visits / Downloads
18 / 17 / 34

Abstract

Diethyl (R)-2-(N-benzylidene)aminobutyl phosphite, formed in reaction of (R)-(+)-2-(N-benzylidene)aminobutan-1-ol with diethyl chlorophosphite, undergoes stereospecific intramolecular cyclization to give P-epimeric (3R,5R)-2-ethoxy-2-oxo-3-phenyl-5-ethyl-1,4,2-oxazaphosphorinanes as final reaction products.

References

1.
10.1070/MC2001v011n06ABEH001506_bib1
Kukhar
Aminophosphonic and Aminophosphinic Acids: Chemistry and Biological Activity, 2000
2.
10.1070/MC2001v011n06ABEH001506_bib2
Uziel
Zh. Org. Khim., 1997
3.
Enantioselective Synthesis of Diverse .alpha.-Amino Phosphonate Diesters
Smith A.B., Yager K.M., Taylor C.M.
Journal of the American Chemical Society, 1995
5.
10.1070/MC2001v011n06ABEH001506_bib5
Gordon
Sputnik Khimika (The Chemist's Companion), 1976
6.
10.1070/MC2001v011n06ABEH001506_bib6
Kumar
Indian J. Chem., 1996
7.
E-map improvement in direct procedures
Altomare A., Cascarano G., Giacovazzo C., Viterbo D.
Acta Crystallographica Section A Foundations of Crystallography, 1991
8.
10.1070/MC2001v011n06ABEH001506_bib8
Straver
1994