SYNTHESIS OF THE 4 D,L-PAIRS OF 2-AMINO-3-PHENYLNORBORNANE-2-CARBOXYLIC ACIDS .2. THE USE OF 5(4H)-OXAZOLONES AS DIENOPHILES

被引:36
作者
CATIVIELA, C [1 ]
DEVILLEGAS, MDD [1 ]
MAYORAL, JA [1 ]
AVENOZA, A [1 ]
PEREGRINA, JM [1 ]
机构
[1] COLEGIO UNIV LA RIOJA,DEPT ORGAN CHEM,E-26001 LOGRONO,SPAIN
关键词
(E)-OXAZOLONES AND (Z)-OXAZOLONES; DIELS-ALDER CYCLOADDITION; ALPHA-AMINO-ACIDS;
D O I
10.1016/S0040-4020(01)86269-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Diels-Alder reaction between both geometric isomers (Z)- or (E)-2-phenyl-4-benzylidene-5(4H)-oxazolone and cyclopentadiene is studied. The cycloadducts are converted into the aminoacids through simple reactions allowing the synthesis of the four d,l-pairs of 2-amino-3-phenylnorbornane-2-carboxylic acids.
引用
收藏
页码:677 / 684
页数:8
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