Abstract
The condensation of glycine hydroxamic acid with acetone regioselectively leads to the formation of the title achiral cyclic hydroxamic acid, which crystallises from an acetone solution as chiral crystals (space group P212121) of (P,1R,3S) and (M,1S,3R) enantiomers.
References
1.
Bauer L., Exner O.
1974
2.
10.1070/MC2002v012n03ABEH001603_bib2
Charbonnel
Compt. Rend.,
1966
3.
10.1070/MC2002v012n03ABEH001603_bib3
Vystorop
Izv. Akad. Nauk, Ser. Khim.,
2000
4.
10.1070/MC2002v012n03ABEH001603_bib4
Luk’yanov
Izv. Akad. Nauk, Ser. Khim.,
1998
5.
10.1070/MC2002v012n03ABEH001603_bib5_1
Grigor’ev
Izv. Akad. Nauk, Ser. Khim.,
2000
6.
10.1070/MC2002v012n03ABEH001603_bib5_2
Shchukin
Khim. Geterotsikl. Soedin.,
1990
7.
10.1070/MC2002v012n03ABEH001603_bib6
Chan
Angew. Chem., Int. Ed. Engl.,
1966
8.
Glover S.A., Rauk A.
Journal of Organic Chemistry,
1999
9.
Nørskov-Lauritsen L., Bürgi H., Hofmann P., Schmidt H.R.
Helvetica Chimica Acta,
1985
10.
Allen F.H., Kennard O., Watson D.G., Brammer L., Orpen A.G., Taylor R.
Journal of the Chemical Society Perkin Transactions 2,
1987
11.
Altona C., Sundaralingam M.
Journal of the American Chemical Society,
1972
12.
10.1070/MC2002v012n03ABEH001603_bib9_2
Vystorop
Khim. Geterotsikl. Soedin.,
1995
13.
Skancke A., Vilkov L., Fernholt L., Fægri, Jr. K., Green J.C., Haaland A., Lappert M.F., Leung W., Rypdal K.
Acta Chemica Scandinavica,
1988
14.
10.1070/MC2002v012n03ABEH001603_bib11_1
Jones
J. Chem. Soc. (B),
1970
15.
10.1070/MC2002v012n03ABEH001603_bib11_2
Riddell
The Conformational Analysis of Heterocyclic Compounds,
1980
16.
Taylor R., Kennard O.
Accounts of Chemical Research,
1984
17.
10.1070/MC2002v012n03ABEH001603_bib13
Jasques
Enantiomers, Racemates and Resolutions,
1981
18.
Green B.S., Lahav M., Rabinovich D.
Accounts of Chemical Research,
1979
19.
Sakamoto M.
Chemistry - A European Journal,
1997
20.
21.
Bonner W.A.
Topics in Stereochemistry,
1988
22.
Cunningham K.G., Newbold G.T., Spring F.S., Stark J.
Journal of the Chemical Society (Resumed),
1949
23.
10.1070/MC2002v012n03ABEH001603_bib18
Frisch
Gaussian 98 Revision A. 7,
1998
24.
Becke A.D.
Journal of Chemical Physics,
1993
25.
Becke A.D.
Physical Review A,
1988
26.
Lee C., Yang W., Parr R.G.
Physical Review B,
1988