Organic compounds -- part of the class 532-570 series – Organic compounds – Phosphorus containing
Reexamination Certificate
2004-07-27
2008-08-12
Anderson, Rebecca L (Department: 1626)
Organic compounds -- part of the class 532-570 series
Organic compounds
Phosphorus containing
Reexamination Certificate
active
07411096
ABSTRACT:
The present invention provides a process for producing an optically active phosphorus heterocyclic dimer including reacting, in the presence of a base, primary phosphine represented by formula (1)in-line-formulae description="In-line Formulae" end="lead"?R—PH2 (1)in-line-formulae description="In-line Formulae" end="tail"?is reacted with a compound represented by formula (2)in-line-formulae description="In-line Formulae" end="lead"?Y—CnH2n—Y (2)in-line-formulae description="In-line Formulae" end="tail"?in the presence of a base; the product is reacted with boron trihydride, oxygen, or sulfur to obtain a phosphorus heterocyclic compound represented by formula (3):the resultant compound is dimerized to produce a phosphorus heterocyclic dimer represented by formula (4):and then oxygen, sulfur, or borane is removed from the resultant phosphorus heterocyclic dimer to obtain an optically active phosphorus heterocyclic dimer represented by formula (5):
REFERENCES:
patent: 7169953 (2007-01-01), Zhang et al.
patent: WO 03/042135 (2003-05-01), None
Ohashi et al. (Heterocycles 2000, 52(2), 905-910)—a printout of the CAS Abstract and reacation are attached.
Burk, J. et al., “Preparation and Use of C2-Symmetric Bis(phospholanes): Production of α-Amino Acid Derivatives via Highly Enantioselective Hydrogenation Reactions”, J. Am. Chem. Soc., 1993, pp. 10125-10138, vol. 115, No. 22, American Chemical Society.
Imamoto, T. et al., “P-Chiral Bis(trialkylphosphine) Ligands and Their Use in Highly Enantioselective Hydrogenation Reactions”, J. Am. Chem. Soc., 1998, pp. 1635-1636, vol. 120, No. 7, American Chemical Society.
Imamoto T. et al., “Optically Active 1,1′-Di-tert-butyl-2,2′-diphosphetanyl and Its Application in Rhodium-Catalyzed Asymmetric Hydrogenations”, Synthesis 2004, 2004, pp. 1353-1358, No. 9, Georg Thieme Verlag Stuttgart, New York.
Imamoto Tsuneo
Oohara Nobuhiko
Anderson Rebecca L
Nippon Chemical Industrial Co. Ltd.
Nolan Jason M
Smith Patent Office
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