New efficient syntheses of alpha-difluoromethyl- and alpha-trifluoromethyl-ornithine

被引：27

作者：

Osipov, SN ^{[1
]}

Golubev, AS ^{[1
]}

Sewald, N ^{[1
]}

Burger, K ^{[1
]}

机构：

[1] UNIV LEIPZIG,DEPT ORGAN CHEM,D-04103 LEIPZIG,GERMANY

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(97)01344-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new efficient method far the preparation of ornithine derivatives 3-5 is described. The key step of the synthesis is the regioselective alkylation of imine 2 with propargyl amine 1. (C) 1997 Elsevier Science Ltd.

引用

页码：5965 / 5966

页数：2

共 27 条

[1] FATE OF SOLUBLE METHIONINE IN AFRICAN TRYPANOSOMES - EFFECTS OF METABOLIC-INHIBITORS [J].

BACCHI, CJ ;

GOLDBERG, B ;

GAROFALOHANNAN, J ;

RATTENDI, D ;

LYTE, P ;

YARLETT, N .

BIOCHEMICAL JOURNAL, 1995, 309 :737-743

[2] ANALOGS OF ORNITHINE AS INHIBITORS OF ORNITHINE DECARBOXYLASE - NEW DEDUCTIONS CONCERNING TOPOGRAPHY OF ENZYMES ACTIVE-SITE [J].

BEY, P ;

DANZIN, C ;

VANDORSSELAER, V ;

MAMONT, P ;

JUNG, M ;

TARDIF, C .

JOURNAL OF MEDICINAL CHEMISTRY, 1978, 21 (01) :50-55

[3] DIRECT SYNTHESIS OF ALPHA-HALOGENOMETHYL-ALPHA-AMINO ACIDS FROM THE PARENT ALPHA-AMINO-ACIDS [J].

BEY, P ;

VEVERT, JP ;

VANDORSSELAER, V ;

KOLB, M .

JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (15) :2732-2742

[4]

BURGER K, 1991, Z NATURFORSCH B, V46, P361

[5]

BURGER K, 1990, SYNTHESIS-STUTTGART, P115

[6]

BURGER K, 1990, CHEM ZTG, V114, P101

[7] SILYLCUPRATION-MEDIATED SYNTHESIS OF 2-SUBSTITUTED ALLYLAMINES [J].

CAPELLA, L ;

DEGL'INNOCENTI, A ;

REGINATO, G ;

RICCI, A ;

TADDEI, M ;

SECONI, G .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (06) :1473-1476

[8]

CHOWDHURY SR, 1994, NEOPLASMA, V41, P159

[9] USES OF SI-N BONDS IN SYNTHESIS - EASY ROUTES TO FUNCTIONAL PROTECTED PRIMARY AMINES FROM PROPARGYLIC SILYLAMINES [J].

CORRIU, RJP ;

HUYNH, V ;

IQBAL, J ;

MOREAU, JJE .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1984, 276 (03) :C61-C64

[10]

Dibari C., 1986, ANN INTERN MED, V105, P83

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