INTRODUCTION OF CARBOCYCLES AND HETEROCYCLES INTO SIDE-CHAIN OF ALPHA-TRIFLUOROMETHYL-SUBSTITUTED ALPHA-AMINO-ACIDS VIA DIELS-ALDER REACTION

被引：0
|
作者：
BURGER, K
GAA, K
MUTZE, K
机构：
来源：
CHEMIKER-ZEITUNG | 1991年 / 115卷 / 10期
关键词：
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Trifluoromethyl substituted alpha-amino acid derivatives 4, 5 having a diene function in the side chain are obtained on reaction of 5-fluoro-4-trifluoromethyl-oxazole 1 with allylic alcohols of the 3-hydroxypenta-1,4-diene type. Via 4 and 5 introduction of carbocyclic and heterocyclic systems into the side chain of alpha-amino acids can be achieved by [4 + 2] cycloaddition.
引用
收藏
页码：292 / 295
页数：4
相关论文
共 50 条
  • [41] STEREOSELECTIVITY IN MIXED-LIGAND COPPER(II) COMPLEXES WITH ELECTROSTATIC LIGAND-LIGAND INTERACTIONS - APPLICATION TO OPTICAL RESOLUTION OF ALPHA-AMINO-ACIDS WITH A CHARGED SIDE-CHAIN
    YAMAUCHI, O
    SAKURAI, T
    NAKAHARA, A
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1977, 50 (07) : 1776 - 1779
  • [42] Synthesis of conformationally constrained C-glycosyl α- and β-amino acids and sugar-carbamino sugar hybrids via Diels-Alder reaction
    Jayakanthan, K
    Vankar, YD
    ORGANIC LETTERS, 2005, 7 (24) : 5441 - 5444
  • [43] ENZYMATIC-SYNTHESIS OF SIDE-CHAIN BENZYL-ESTERS OF L-ALPHA-AMINO DICARBOXYLIC-ACIDS
    PUGNIERE, M
    CASTRO, B
    DOMERGUE, N
    PREVIERO, A
    TETRAHEDRON-ASYMMETRY, 1992, 3 (08) : 1015 - 1018
  • [44] REACTIONS OF OXAZOLIN-5-ONE ANIONS .8. ALPHA-SUBSTITUTED ALPHA-AMINO-ACIDS VIA ALKYLATION OF OXAZOLIN-5-ONES
    KUBEL, B
    GRUBER, P
    HURNAUS, R
    STEGLICH, W
    CHEMISCHE BERICHTE-RECUEIL, 1979, 112 (01): : 128 - 137
  • [45] ASYMMETRIC-SYNTHESIS OF BETA-SUBSTITUTED ALPHA-AMINO-ACIDS VIA A CHIRAL NI-II COMPLEX OF DEHYDROALANINE
    BELOKON, YN
    SAGYAN, AS
    DJAMGARYAN, SM
    BAKHMUTOV, VI
    BELIKOV, VM
    TETRAHEDRON, 1988, 44 (17) : 5507 - 5514
  • [46] ASYMMETRIC DIELS-ALDER REACTIONS CATALYZED BY CHIRAL OXAZABOROLIDINES - EFFECT OF THE POSITION OF AN ELECTRON-DONOR FUNCTIONALITY IN THE ALPHA-SIDE CHAIN SUBSTITUENT ON THE ENANTIOSELECTIVITY
    SEERDEN, JPG
    SCHEEREN, HW
    TETRAHEDRON LETTERS, 1993, 34 (16) : 2669 - 2672
  • [47] ASYMMETRIC-SYNTHESIS OF ALPHA-TRIFLUOROMETHYL SUBSTITUTED AMINO-ACIDS VIA 3-HYDROXY-3-TRIFLUOROMETHYL-2,5-DIKETOPIPERAZINES
    SEWALD, N
    SEYMOUR, LC
    BURGER, K
    OSIPOV, SN
    KOLOMIETS, AF
    FOKIN, AV
    TETRAHEDRON-ASYMMETRY, 1994, 5 (06) : 1051 - 1060
  • [48] ASYMMETRIC TRANSFORMATION OF ALPHA-AMINO-ACIDS PROMOTED BY OPTICALLY-ACTIVE COBALT(III) COMPLEXES .3. IMPORTANCE OF SIDE-CHAIN INTRAMOLECULAR INTERLIGAND HYDROGEN-BONDING TO STEREOSELECTIVITY
    YAMAGUCHI, M
    MASUI, Y
    SABURI, M
    YOSHIKAWA, S
    INORGANIC CHEMISTRY, 1982, 21 (12) : 4138 - 4143
  • [49] Synthesis of polysubstituted β-amino cyclohexane carboxylic acids via Diels-Alder reaction using Ni(II)-complex stabilized β-alanine derived dienes
    Ding, Xiao
    Wang, Hengshuai
    Wang, Jiang
    Wang, Sinan
    Lin, Daizong
    Lv, Li
    Zhou, Yu
    Luo, Xiaomin
    Jiang, Hualiang
    Luis Acena, Jose
    Soloshonok, Vadim A.
    Liu, Hong
    AMINO ACIDS, 2013, 44 (02) : 791 - 796
  • [50] Divergent pathways in the intramolecular Diels-Alder reaction of 2(1H)-pyrazinones substituted at the 3-position with a phenylalkyne containing side chain.
    Tahri, A
    De Borggraeve, W
    Buysens, K
    Van Meervelt, L
    Compernolle, F
    Hoornaert, GJ
    TETRAHEDRON, 1999, 55 (51) : 14675 - 14684
12345