Aziridines and aziridinium ions in the practical synthesis of pharmaceutical intermediates - A perspective

被引：0
作者：
Dahanukar, VH [1 ]
Zavialov, IA [1 ]
机构：
[1] Schering Plough Res Inst, Dept Synthet Chem, Union, NJ 07083 USA
来源：
CURRENT OPINION IN DRUG DISCOVERY & DEVELOPMENT | 2002年 / 5卷 / 06期
关键词：
aziridination; aziridines; aziridinium ions; nucleophilic ring-opening reactions; pharmaceutical intermediates; process chemistry;
D O I：
暂无
中图分类号：
R9 [药学];
学科分类号：
1007 ;
摘要：
Recent methods for the synthesis of aziridines and aziridinium ions, the mechanisms of their nucleophilic ring-opening reactions and applications to the practical synthesis of pharmaceutical intermediates are reviewed.
引用
收藏
页码：918 / 927
页数：10
相关论文
共 40 条
  • [11] STEREOSELECTIVE AND REGIOSELECTIVE SYNTHESIS OF CHIRAL DIAMINES AND TRIAMINES FROM PSEUDOEPHEDRINE AND EPHEDRINE
    DIETER, RK
    DEO, N
    LAGU, B
    DIETER, JW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) : 1663 - 1671
  • [12] SINGLE-ELECTRON TRANSFER VERSUS NUCLEOPHILIC RING-OPENING IN REACTIONS OF CIS-TRANS PAIRS OF ACTIVATED 2-PHENYLAZIRIDINES - STRONG INFLUENCE OF NITROGEN PYRAMID FOR N-BENZOYLAZIRIDINES
    FALKENSTEIN, R
    MALL, T
    SPETH, D
    STAMM, H
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (26) : 7377 - 7381
  • [13] Syntheses of (S)-beta-pyrazolylalanine and (S)-quisqualic acid from a serine-derived aziridine
    Farthing, CN
    Baldwin, JE
    Russell, AT
    Schofield, CJ
    Spivey, AC
    [J]. TETRAHEDRON LETTERS, 1996, 37 (29) : 5225 - 5226
  • [14] FIJI N, 1995, J CHEM SOC P1, V76, P1359
  • [15] Enantioselective aziridination using copper complexes of biaryl Schiff bases
    Gillespie, KM
    Sanders, CJ
    O'Shaughnessy, P
    Westmoreland, I
    Thickitt, CP
    Scott, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (10) : 3450 - 3458
  • [16] tert-butylsulfonamide.: A new nitrogen source for catalytic aminohydroxylation and aziridination of olefins
    Gontcharov, AV
    Liu, H
    Sharpless, KB
    [J]. ORGANIC LETTERS, 1999, 1 (05) : 783 - 786
  • [17] Process development of the synthetic route to (R)-6-amino-1-ethyl-4-methylhexahydro-1,4-diazepine
    Hirokawa, Y
    Horikawa, T
    Noguchi, H
    Yamamoto, K
    Kato, S
    [J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2002, 6 (01) : 28 - 35
  • [18] Hou D, 2001, Curr Opin Drug Discov Devel, V4, P792
  • [19] Regio- and stereo-controlled copper organometallic addition to a piperidinyl aziridine:: synthesis of trans 3-amino-4-alkyl-piperidines
    Hu, XE
    Kim, NK
    Ledoussal, B
    Colson, AO
    [J]. TETRAHEDRON LETTERS, 2002, 43 (23) : 4289 - 4293
  • [20] Bromine-catalyzed aziridination of olefins. A rare example of atom-transfer redox catalysis by a main group element
    Jeong, JU
    Tao, B
    Sagasser, I
    Henniges, H
    Sharpless, KB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (27) : 6844 - 6845
1234