Ruthenium-catalyzed production of cyclic sulfates

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D 8908

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053211430

ABSTRACT:
A ruthenium catalyzed method to synthesize cyclic sulfate compounds from the corresponding cyclic sulfites, and the cyclic sulfate reaction products obtained by this method. These cyclic sulfates further react with selected nucleophiles to give various substituted products. The method is an efficient means for the synthesis of chiral building blocks from tartaric acid enantiomers in high yields using an overall two-stage, one-pot reaction procedure. The chiral compounds can be transformed by nucleophilic reactions into chiral building blocks useful for the synthesis of natural biologically active products, such as antibiotics and pheromones.

REFERENCES:
patent: 3454597 (1969-07-01), Tong et al.
G. Lowe and S. J. Salamone, J. Chem. Soc., Chem. Commun., 1392-1394 (1983).
G. Lowe and S. J. Salamone, J. Chem. Soc., Chem. Commun., 466-467 (1984).
D. Seebach, In: Modern Synthetic Methods 1980, 1:115-171 (1980).
S. Saito et al., Tetrahedron Letters, 27(43):5249-5252 (1986).
T. G. Hansson and J. O. Kihlberg, J. Org. Chem., 51:4490-4492 (1986).
E. Hungerbuhler et al., Angew. Chem. Int. (Engl. Ed.) 18(12): 958-960 (1979).
M. J. Miller et al., J. Org. Chem., 47: 4928-4933 (1982).
J. S. Bajwa and M. J. Miller, J. Org. Chem., 48:1114-1116 (1983).
P. Schnurrenberger et al., Liebigs Ann. Chem., 733-744 (1987).
S. Saito et al., Tetrahedron Letters, 26(43):5309-5312 (1985).
K. Mori and H. Iwasawa, Tetrahedron, 36: 87-90 (1980).
S. J. Brandes and J. A. Katzenellenbogen, Molecular Pharmacology, 32: 391-403 (1987).
Chem. Abst. 106 (13), p. 648, abst. #102179q (Mar. 30, 1987).
Chem. Abst. 105(25), p. 780, abst. #226452z (Dec. 22, 1986).
Chem. Abst. 86(23), p. 490, abst. #170716f (Jun. 6, 1977).
Chem. Abst. 101(15), p. 67, abst. #130322w (Oct. 8, 1984).
Shaik, J. Am. Chem. Soc. 105, 4359-4367 (1983).
Bordwell et al., J. Am. Chem. Soc. 86, 4645-4650 (1964).
Chem. Abst. 108, abst. #37493n (1988).
Breslow et al., Multi-Sulfur and Sulfur and Oxygen Five- and Six-Membered Heterocycles, pp. 1, 633 and 639 (1966).
Carlsen et al. J. Org. Chem. 46, 3936-3938 (1981).
Gao et al., J. Am. Chem. Soc. 110(22), 7538-7539 (1988).

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