Organic compounds -- part of the class 532-570 series – Organic compounds – Silicon containing
Patent
1993-11-16
1994-10-25
Shaver, Paul F.
Organic compounds -- part of the class 532-570 series
Organic compounds
Silicon containing
C07F 708
Patent
active
053591100
ABSTRACT:
A process for the preparation of R.alpha.-cyclopentenoids and then R.alpha., R.omega.-cyclopentanoids is described. The process involves the reaction of a compound of the formula ##STR1## where X is halo, particularly Br or I and P is a protecting group with an alkylborane to produce the R.alpha.-cyclopentenone. The R.alpha.-cyclopentenone is reacted with a R.omega. cuprate to produce the R.alpha., R.omega.-cyclopentenoid. The process is used for the preparation of prostaglandins which are known pharmaceutically active compounds.
REFERENCES:
patent: 4873360 (1989-10-01), Johnson et al.
patent: 5136066 (1992-08-01), Takahashi et al.
patent: 5180844 (1993-01-01), Takahashi et al.
patent: 5254708 (1993-10-01), Sato et al.
Collins, P. W., et al., Chem. Rev. 93, 1533 (1993).
Corey, E. J., et al., J. Am. Chem. Soc., 91, 5675 (1969).
Noyori, R., et al. Angew. Chem., Int. Ed. Engl., 23, 847 (1984).
Noyori, R., et al., J. Am. Chem. Soc. 110, 4718 (1988).
Noyori, R., et al., Chemtracts: Org. Chem., 173 (1990).
Johnson, C. R., et al., J. Am. Chem. Soc. 110, 4726 (1988).
Sih, C. J., et al., J. Am. Chem. Soc. 94, 3643 (1972).
Sato, F., et al., Tetrahedron Lett., 31, 4481 (1990).
Gooding, O. W., et al., J. Org. Chem. 58, 3681 (1993).
Morita, Y., et al., J. Org. Chem., 54, 1785 (1989).
Babiak, K. A., et al., J. Org. Chem. 55, 3377 (1990).
Sato, F., et al., J. Org. Chem., 53 5590 (1988).
Johnson, C. R., et al., Tetrahedron Lett., 33, 917 (1992).
Miyaura, N., et al., M. Am. Chem. Soc. 111, 314-321 (1989).
Suzuki, A., et al, Pure & Appl. Chem., 63, 419 (1991).
Hayashi, T., et al., J. Am. Chem. Soc., 106, 158 (1984).
Johnson, C. R., Tetrahedron Lett., 33, 7287 (1992).
Sih, C. J., et al., J. Am. Chem. Soc., 97, 865 (1975).
Griengl, H., et al., Tetrahedron, 43, 5791 (1987).
Corey, E. J., et al., Tetrahedron Lett., 27, 2199 (1986).
Farina, V., et al., J. Am. Chem. Soc. 113, 9585 (1991).
Campbell, A. L., et al., J. Am. Chem. Soc., 110, 2641 (1988).
Myers, A. G., et al., J. Am. Chem. Soc. 115, 7021 (1993).
Braun Matthew P.
Johnson Carl R.
Board of Governors of Wayne State University
McLeod Ian C.
Shaver Paul F.
LandOfFree
Process for the preparation of a R-alpha cyclopentenones and R-a does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process for the preparation of a R-alpha cyclopentenones and R-a, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the preparation of a R-alpha cyclopentenones and R-a will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-136860