Abstract
Alkyl 2-chloroacetoacetates undergo a complex reaction with dialkyl acetylenedicarboxylates in the presence of triphenylphosphine to produce a nearly 1:1 mixture of the cis/trans isomers of dialkyl 5-acetyl-2-oxo-3-(triphenylphosphoranylidene)tetrahydrofuran- 4,5-dicarboxylates in excellent yields.
References
1.
10.1070/MC2006v016n02ABEH002281_bib1
Engel
Synthesis of Carbon Phosphorus Bond,
1988
2.
10.1070/MC2006v016n02ABEH002281_bib2
Quin
A Guide to Organophosphorus Chemistry,
2000
3.
Cherkasov R.A., Pudovik M.A.
Russian Chemical Reviews,
1994
4.
Arduengo A.J., Stewart C.A.
Chemical Reviews,
1994
5.
Pietrusiewicz K.M., Zablocka M.
Chemical Reviews,
1994
6.
Ma S.
Accounts of Chemical Research,
2003
7.
Trost B.M., Toste F.D.
Journal of the American Chemical Society,
2003
8.
Yavari I., Baharfar R.
Tetrahedron Letters,
1998
9.
Yavari I., Adib M.
Tetrahedron,
2001
10.
Yavari I., Adib M., Hojabri L.
Tetrahedron,
2001
11.
Yavari I., Adib M., Sayahi M.H.
Tetrahedron Letters,
2002
12.
10.1070/MC2006v016n02ABEH002281_bib8_5
Yavari
J. Chem. Soc., Perkin Trans,
2002
13.
Yavari I., Bayat M.
Monatshefte fur Chemie,
2003
14.
I. Yavari and M. Bayat, Tetrahedron, 2003, 59, 2001.
15.
Yavari I., Anary-Abbasinejad M., Hossaini Z.
Organic and Biomolecular Chemistry,
2003
16.
17.
Yavari I., Djahaniani H., Moradi L.
Mendeleev Communications,
2004
18.
Yavari I., Djahaniani H., Nasiri F.
Mendeleev Communications,
2004
19.
Yavari I., Sirouspour M., Souri S., Nasiri F., Djahaniani H.
Mendeleev Communications,
2005
20.
Yavari I., Moradi L., Nasiri F., Djahaniani H.
Mendeleev Communications,
2005
21.
Alizadeh A., Yavari I.
Mendeleev Communications,
2005
22.
Yavari I., Mohtat B., Zare H., Alborzi A.R.
Mendeleev Communications,
2005
23.
Burgada R., Leroux Y., El Khoshnieh Y.O.
Tetrahedron Letters,
1981
24.
10.1070/MC2006v016n02ABEH002281_bib9_2
George
Adv. Heterocycl. Chem.,
1976
25.
Yavari I., Baharfar R.
Tetrahedron Letters,
1997
26.
10.1070/MC2006v016n02ABEH002281_bib11
Dömling
Angew. Chem., Int. Ed. Engl.,
2000
27.
Nair V., Rajesh C., Vinod A.U., Bindu S., Sreekanth A.R., Mathen J.S., Balagopal L.
Accounts of Chemical Research,
2003
28.
Baldwin J.E.
Journal of the Chemical Society Chemical Communications,
1976
29.
Baldwin J.E.
Journal of the Chemical Society Chemical Communications,
1976
30.
10.1070/MC2006v016n02ABEH002281_bib13_3
Baldwin
Further Perspectives in Organic Chemistry,
1978
31.
Baldwin J.E., Lusch M.J.
Tetrahedron,
1982
32.
10.1070/MC2006v016n02ABEH002281_bib14
Eliel
Stereochemistry of Organic Compounds,
1994