Title:
METHOD FOR PRODUCING β-DIARYL ELECTRON-WITHDRAWING GROUP SUBSTITUTED COMPOUND
Document Type and Number:
WIPO Patent Application WO/2008/010455
Kind Code:
A1
Abstract:
Disclosed is a method for producing a β-diaryl electron-withdrawing
group substituted compound at high yield with high selectivity. Specifically,
an optically active β-diaryl electron-withdrawing group substituted
compound represented by the general formula (V) below is produced by reacting
an electron-withdrawing group substituted-β-arylolefin derivative
represented by the general formula (I) below with an arylboron represented by
the following general formula (II): Ar2-BXmMn
in the presence of a compound represented by the following general formula (IV):
RhYoL1
p(Chiraphos)q (wherein Y represents
ClO4, BF4, PF6, SbF6, OTf, a halogen
atom, a hydroxy group, an alkoxy group or an acyloxy group, and L1 represents
an organic ligand). [chemical formula 1] (I) (In the formula, Ar1
represents an aryl group, and E represents a formyl group, an acyl group or the
like.) [chemical formula 3] (V)
Inventors:
MIYAURA NORIO (JP)
YAMAMOTO YASUNORI (JP)
NISHIKATA TAKASHI (JP)
ITOH TAKAHIRO (JP)
YAMAMOTO YASUNORI (JP)
NISHIKATA TAKASHI (JP)
ITOH TAKAHIRO (JP)
Application Number:
PCT/JP2007/063966
Publication Date:
January 24, 2008
Filing Date:
July 13, 2007
Export Citation:
Assignee:
JAPAN SCIENCE & TECH AGENCY (JP)
UNIV HOKKAIDO NAT UNIV CORP (JP)
BANYU PHARMASETICAL CO LTD (JP)
MIYAURA NORIO (JP)
YAMAMOTO YASUNORI (JP)
NISHIKATA TAKASHI (JP)
ITOH TAKAHIRO (JP)
UNIV HOKKAIDO NAT UNIV CORP (JP)
BANYU PHARMASETICAL CO LTD (JP)
MIYAURA NORIO (JP)
YAMAMOTO YASUNORI (JP)
NISHIKATA TAKASHI (JP)
ITOH TAKAHIRO (JP)
International Classes:
C07C45/68; C07C49/213; C07C49/255; C07C49/35; C07C67/343; C07C69/734; C07C221/00; C07C225/22; C07D213/55; C07D317/60; C07D319/10; C07D405/06; C07B53/00; C07B61/00
Foreign References:
| JP2004315396A | 2004-11-11 | |||
| JP2001064233A | 2001-03-13 | |||
| JP2001131125A | 2001-05-15 | |||
| JP2003160549A | 2003-06-03 | |||
| JP2004315396A | 2004-11-11 |
Other References:
MANULEON P. ET AL.: "Rhodium-Catalyzed Enantioselective Conjugate Addition of Organoboronic Acids to alpha,beta-Unsaturated Sulfones", ORGANIC LETTERS, vol. 6, no. 18, 2004, pages 3195 - 3198, XP003020588
NISHIKATA T. ET AL.: "Enantioselective 1,4-Addition of Ar3Bi, [ArBF3K], and ArSiF3 to Enones Catalyzed by a Dicationic Palladium (II)-Chiraphos or -Dipamp Complex", ORGANOMETALLICS, no. 24, 2005, pages 5025 - 5032, XP003020589
ITOH T. ET AL.: "1,4-Addition of arylboronic acids to beta-aryl-alpha,beta-unsaturated ketones and esters catalyzed by a rhodium(I)-chiraphos complex for catalytic and enantioselective synthesis of selective endothelin A receptor antagonists", TETRAHEDRON, vol. 62, no. 41, 9 October 2006 (2006-10-09), pages 9610 - 9621, XP005629780
See also references of EP 2042478A4
NISHIKATA T. ET AL.: "Enantioselective 1,4-Addition of Ar3Bi, [ArBF3K], and ArSiF3 to Enones Catalyzed by a Dicationic Palladium (II)-Chiraphos or -Dipamp Complex", ORGANOMETALLICS, no. 24, 2005, pages 5025 - 5032, XP003020589
ITOH T. ET AL.: "1,4-Addition of arylboronic acids to beta-aryl-alpha,beta-unsaturated ketones and esters catalyzed by a rhodium(I)-chiraphos complex for catalytic and enantioselective synthesis of selective endothelin A receptor antagonists", TETRAHEDRON, vol. 62, no. 41, 9 October 2006 (2006-10-09), pages 9610 - 9621, XP005629780
See also references of EP 2042478A4
Attorney, Agent or Firm:
AKAO, Kenichiro et al. (Kyobashi-Nichiei Biru 3-4 Kyobashi,3-chome, Chuo-k, Tokyo 31, JP)
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