Title:
PROCESS FOR THE PREPARATION OF ALLYLIC AMINES
Document Type and Number:
WIPO Patent Application WO/2005/108346
Kind Code:
A1
Abstract:
There is provided a process for the preparation of an allylic amine formula (IV): formula (IV) which comprises a) reacting an alkynol of formula (I) : formula (I) with an activating agent to give an activated alkynol of formula (II): formula (II) OR3 is a leaving group, b) reacting the activated alkynol of formula (II) with an amine selected from ammonia, primary or secondary amines or salts thereof to give an alkynamine of formula (III): formula (III) c) reducing the alkynamine of formula (III) to give an allylic amine of formula (IV): formula (IV). Processes to chiral allylic amines of formula (IVa) and (IVb) are also provided.
Inventors:
BLACKER ANDREW JOHN (GB)
VEIGHEY CLIFFORD ROBERT (GB)
MURRAY ERNEST JONATHAN (GB)
ATHERTON JOHN HEATHCOTE (GB)
VEIGHEY CLIFFORD ROBERT (GB)
MURRAY ERNEST JONATHAN (GB)
ATHERTON JOHN HEATHCOTE (GB)
Application Number:
PCT/GB2005/001693
Publication Date:
November 17, 2005
Filing Date:
May 06, 2005
Export Citation:
Assignee:
AVECIA PHARMACEUTICALS LTD (GB)
BLACKER ANDREW JOHN (GB)
VEIGHEY CLIFFORD ROBERT (GB)
MURRAY ERNEST JONATHAN (GB)
ATHERTON JOHN HEATHCOTE (GB)
BLACKER ANDREW JOHN (GB)
VEIGHEY CLIFFORD ROBERT (GB)
MURRAY ERNEST JONATHAN (GB)
ATHERTON JOHN HEATHCOTE (GB)
International Classes:
C07C209/14; C07C209/16; C07C209/24; C07C209/70; C07C211/21; (IPC1-7): C07C209/14; C07C209/24; C07C211/21
Foreign References:
| US4120901A | 1978-10-17 |
Other References:
HANS-GÜNTER BRÜCKNER ET.AL.: "Diastereoselective and regioselective singlet oxygen ene oxyfunctionalization (Schenck reaction): Photooxygenation of allylic amines and their acyl derivatives", J. AM. CHEM. SOC., vol. 117, 1995, pages 3976 - 3982, XP002344264
TIMIO HAYASHI ET.AL.: "Asymmetric synthesis catalyzed by chiral ferrocenylphosphine-transition-metal complexes. 8. Palladium-catalyzed asymmetric allylic amination", J. AM. CHEM. SOC., vol. 111, no. 16, 1989, pages 6301 - 6311, XP002344265
TIMIO HAYASHI ET.AL.: "Asymmetric synthesis catalyzed by chiral ferrocenylphosphine-transition-metal complexes. 8. Palladium-catalyzed asymmetric allylic amination", J. AM. CHEM. SOC., vol. 111, no. 16, 1989, pages 6301 - 6311, XP002344265
Attorney, Agent or Firm:
Gairns, Raymond Stevenson (Intellectual Property Group PO Box 42, Hexagon Towe, Blackley Manchester M9 8ZS, GB)
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