Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing
Reexamination Certificate
2007-06-19
2007-06-19
Wilson, James O. (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Oxygen containing
C568S873000, C568S855000, C568S715000
Reexamination Certificate
active
10478902
ABSTRACT:
A process for the preparation of diols by a Lewis acid-catalysed aldehyde addition reaction on hydroxyalkynes followed by hydrogenation is described. The process provides a wide range of diols from simple, readily available starting materials. In particular the process is suitable for preparing chiral 1,4-diols suitable for the preparation of chiral phospholane ligands for use in asymmetric catalysis.
REFERENCES:
patent: 6586644 (2003-07-01), Carreira
patent: 0 606 044 (1994-07-01), None
D. Boyall, F. López, H. Sasaki, D. Frantz, and E. M. Carreira, “Enantioselective Addition of 2-Methyl-3-butyn-2-ol to Aldehydes: Preparation of 3-Hydroxy-1-butynes,”Organic Letters, 2000, vol. 2, No. 26, pp. 4233-4236.
Doug E. Frantz, Roger Fässler, and Erick M. Carreira, “Facile Enantioselective Synthesis of Propargylic Alcohols by Direct Addition of Terminal Alkynes to Aldehydes,”J. Am. Chem. Soc., 2000, vol. 122, No. 8, pp. 1806-1807.
Jordi Bach, Ramon Berenguer, Jordi Garcia, Teresa Loscertales, Judith Manzanan, and Jaume Vilarrasa, Stereoselective Reduction of Unsaturated 1,4-Diketones. A Practical Route to Chiral 1,4-Diols,Tetrahedron Letters, 1997, vol. 38, No. 6, pp. 1091-1094.
Kuo-Ming Wu, M. Mark Midland, and William H. Okamura, “Structural Effects on [1,5]-Sigmatropic Hydrogen Shifts of Vinylallenes,”J. Org. Chem., 1990, vol. 55, No. 14, pp. 4381-4392.
Mark J. Burk, T. Gregory P. Harper, and Christopher S. Kalberg, “Highly Enantioselective Hydrogenation of β-Keto Esters under Mild Conditions,”J. Am. Chem. Soc., 1995, Vo. 117, No. 15, pp. 4423-4424.
International Search Report dated Aug. 6, 2002, from International Application No. PCT/GB02/01958.
Adger Brian Michael
Carreira Erick Moran
Johnson Matthey PLC
RatnerPrestia
Valenrod Yevgeny
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