Summary
A description is given of a stercoselective synthesis of transα, β-unsaturatedω-hydroxy acids based on the condensation of 2-(triphcnylphosphoranylidene)alkanoic esters with tetrahydrapyran-2-ol.
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Literature cited
L. Crombie and J. L. Tayler, J. Chem. Soc.,1954 2816.
S. D. Gupta and J. S. Aggarwal, J. Amer. Oil. Chem. Soc.,32 501 (1955).
J. Ribas and E. Scoane, An. Fis. Quim.,50B 971 (1954); Chem. Abstrs.,50 806 (1956).
M. Kerschibaum. Ber.,60 902 (1927).
A. Butenandt and H. Rembold, Z. physiol. Chem.,308 284 (1957).
G. F. Townsend, J. F. Morgan, and B. Hazlett, Nature,183 1270 (1959).
G. J. Fray, R. H. Jaeger, E. D. Morgan, R. Robinson, and A. D. B. Sloan, Tetrahedron,15 18 (1961).
L. D. Bergel'son, V. A. Vaver, V. Yu. Kovtun, L. B. Senyavina, and M. M. Shemyakin, Zh. obshch. khim.,32 1802 (1962).
L. D. Bergel'son, V. A. Vaver, L. I. Barsukov, and M. M. Shemyakin, Dokl. AN SSSR.143 111 (1962).
S. A. Barker, A. B. Foster, D. C. Lamb, and L. M. Jackman, Tetrahcdron,18 177 (1902).
S. A. Barker, A. B. Foster, and D. C. Lamb, Nature,183 996 (1950).
J. L. Allan, G. D. Meakins, and M. C. Whiting, J. Chem. Soc.,1955 1874.
C. Asselincau and J. Asselineau, Bull. Soc. chim. France,1960 1776.
J. Cason, and M. J. Kalin, J. Organ. Chem.,19 1947 (1954).
O. Isler, H. Guntmann, M. Montavoa, R. Rucgg, G. Reyser, and P. Zeller, Helv. Chim. Acta,40 1242 (1957).
L. E. Schniepp and H. H. Geller, J. Amer. Chem. Soc.,68 1646 (1946).
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Bergel'son, L.D., Dyatlovitakaya, É.V. & Shemyakin, M.M. Unsaturated acids and macrocyclic lactones. Russ Chem Bull 12, 454–456 (1963). https://doi.org/10.1007/BF00844401
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DOI: https://doi.org/10.1007/BF00844401