公开(公告)号：DE3609972A1

公开(公告)日：1986-10-30

申请号：DE3609972

申请日：1986-03-25

Applicant: BASF AG

Inventor： KOBER REINER DR ,  STEGLICH WOLFGANG PROF DR ,  MILZ WOLFGANG ,  SCHRADER THOMAS ,  ENDERS DIETER PROF DR ,  PAPADOPOULOS KYRIAKOS

IPC: C07D335/02 ,  C07D409/04 ,  C07F9/40 ,  C07C103/84

Abstract: Preparation of optically active alpha -acylamino- gamma -oxocarboxylates and alpha -acylamino- gamma -oxophosphonates I (where R and R are H, organic radicals C1-C12 or linked to give a 5- or 6-membered ring; R is an organic radical; R and R are optically active or non-active organic radicals, optionally linked to form a 5- or 6-membered ring; Y is C or P; n is 0 if Y is C; n is 1 if Y is P; C is the chiral centre which is critical for optical activity), by reacting an enamine II (where A is an optically active or inactive radical of a secondary amine) with a base and an alpha -halo- alpha -acylaminocarboxylate or -phosphonate III (where Hal is Cl or Br) and subsequently eliminating the amine AH, where at least one of the radicals A, R and R is derived from an optically active secondary amine or an optically active alcohol R -OH or R -OH.

公开(公告)号：DE19629523A1

公开(公告)日：1998-01-29

申请号：DE19629523

申请日：1996-07-22

Applicant: BASF AG

Inventor： TELES JOAQUIM HENRIQUE DR ,  ENDERS DIETER PROF DR ,  BREUER KLAUS DIPL CHEM

IPC: C07B53/00 ,  C07D311/22

Abstract: Preparation of optically active compounds (I) comprises an intramolecular Stetter reaction of compound with an aldehyde function and an activated carbon-carbon (C-C) double bond, using a chiral Stetter 4,5-dihydro-1H-1,2,4-triazolium-5-ylide catalyst of formula (II) in an inert solvent. R1, R3 = alkyl or aryl, at least one of which is chiral; R2 = H, alkyl, aryl, halo, perfluoroalkyl, alkoxy, phenoxy, arylthio, R2N (sic), CN or NO2. In a dependent claim, R2+R3 may complete a ring.

公开(公告)号：DE19704273A1

公开(公告)日：1997-09-11

申请号：DE19704273

申请日：1997-02-05

Applicant: BASF AG

Inventor： TELES JOAQUIM HENRIQUE ,  EBEL KLAUS DR ,  ENDERS DIETER PROF DR ,  BREUER KLAUS

IPC: C07B53/00 ,  C07C45/00 ,  C07D249/08 ,  C07D249/10 ,  C07D405/04 ,  C07C45/72 ,  C07C49/14 ,  C07C49/82 ,  C07D249/16

Abstract: Preparation of optically active alpha-hydroxyketone derivatives of formula R-CHOH-CO-R (I) are prepared catalytically by benzoin condensation of aldehydes of formula RCHO (II) in the presence of a chiral triazolium carbene of formula (III). R = 1-30C aliphatic, cycloaliphatic, arylaliphatic, or aromatic; R1 = 1-30C alkyl or aryl (both optionally bonded by O, S or N), H, halo, CN, NO2 or 1-20C perhaloalkyl; R2, R3 = 1-30C alkyl or aryl; or R1+R3 complete a ring. R2 and/or R3 are chiral. (III) is preferably formed in situ, from a salt of formula (IV) or by elimination of HY from the triazoline of formula (V). X = anion;Y = group that can be lost as HY. (III), (IV) and (V) are new.