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1. (WO2005035540) METHOD FOR THE IN SITU PREPARATION OF CHIRAL COMPOUNDS DERIVED FROM OXAZABOROLIDINE-BORANE COMPLEXES, WHICH ARE USED IN ASYMMETRIC REDUCTION REACTIONS
Latest bibliographic data on file with the International Bureau   

Pub. No.:    WO/2005/035540    International Application No.:    PCT/FR2004/002573
Publication Date: 21.04.2005 International Filing Date: 11.10.2004
IPC:
C07F 5/02 (2006.01)
Applicants: PPG-SIPSY [FR/FR]; Z.I. La Croix-Cadeau, BP 79, F-49242 Avrille Cedex (FR) (For All Designated States Except US).
BURGOS, Alain [FR/FR]; (FR) (For US Only).
BERTRAND, Blandine [FR/FR]; (FR) (For US Only).
FREIN, Stéphane [FR/FR]; (FR) (For US Only).
PLUVIE, Jean-François [FR/FR]; (FR) (For US Only).
ROUSSIASSE, Sonia [FR/FR]; (FR) (For US Only)
Inventors: BURGOS, Alain; (FR).
BERTRAND, Blandine; (FR).
FREIN, Stéphane; (FR).
PLUVIE, Jean-François; (FR).
ROUSSIASSE, Sonia; (FR)
Agent: CABINET BEAU DE LOMENIE; 158 rue de l'Université, F-75340 Paris Cedex 07 (FR)
Priority Data:
0311838 09.10.2003 FR
Title (EN) METHOD FOR THE IN SITU PREPARATION OF CHIRAL COMPOUNDS DERIVED FROM OXAZABOROLIDINE-BORANE COMPLEXES, WHICH ARE USED IN ASYMMETRIC REDUCTION REACTIONS
(FR) PROCEDE DE PREPARATION IN SITU DE COMPOSES CHIRAUX DERIVES DE COMPLEXES D’OXAZABOROLIDINE-BORANE UTILES DANS LES REACTIONS DE REDUCTION ASYMETRIQUE.
Abstract: front page image
(EN)The invention relates to a method for the in situ preparation of chiral compounds derived from oxazaborolidine-borane complexes. According to the invention, a metal borohydride, a Lewis base and an inorganic acid ester are brought into contact with one another and, subsequently, an optically-active amino alcohol and, optionally, a halide are added. The compound thus produced is a complex that can be used as a catalyst in asymmetric reduction reactions. The reaction is continued with the addition of the material to be reduced, particularly prochiral etheroximes or ketones, for the synthesis of chiral alcohols or chiral amines.
(FR)L'invention a pour objet un procédé de préparation in situ de composés chiraux dérivés de complexes d'oxazaborolidine-borane, dans lequel on met en présence un borohydrure de métal, une base de Lewis, un ester d'acide inorganique, puis on additionne un amino-alcool optiquement actif et éventuellement un halogénure. Le composé obtenu est un complexe utile comme catalyseur dans les réactions de réduction asymétrique. La réaction se poursuit par ajout de la matière à réduire, en particulier des cétones ou étheroxymes prochirales, en vue de la synthèse d'alcools chiraux ou d'amines chirales.
Designated States: AE, AG, AL, AM, AT, AU, AZ, BA, BB, BG, BR, BW, BY, BZ, CA, CH, CN, CO, CR, CU, CZ, DE, DK, DM, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, HR, HU, ID, IL, IN, IS, JP, KE, KG, KP, KR, KZ, LC, LK, LR, LS, LT, LU, LV, MA, MD, MG, MK, MN, MW, MX, MZ, NA, NI, NO, NZ, OM, PG, PH, PL, PT, RO, RU, SC, SD, SE, SG, SK, SL, SY, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, YU, ZA, ZM, ZW.
African Regional Intellectual Property Organization (BW, GH, GM, KE, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, ZM, ZW)
Eurasian Patent Organization (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM)
European Patent Office (AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HU, IE, IT, LU, MC, NL, PL, PT, RO, SE, SI, SK, TR)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG).
Publication Language: French (FR)
Filing Language: French (FR)