A NEW APPROACH TO THE SYNTHESIS OF ENANTIOMERICALLY PURE 2,3-DIAMINOACIDS THROUGH CHIRAL IMIDAZOLIDIN-2-ONES

被引:37
作者
CARDILLO, G
ORENA, M
PENNA, M
SANDRI, S
TOMASINI, C
机构
[1] Centro per lo Studio della Fisica delle Macromolecole - C.N.R. Dipartmento, Chimica G. Ciamician - Università di Bologna, 40126 Bologna, Via Selmi
关键词
D O I
10.1016/S0040-4020(01)96136-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of enantiomerically pure 5-iodomethylimidazolidin-2-ones (3a-c) and (4a-c) is reported, by means of iodocyclisation of allylic tosylureas (2a-c). Starting from pure (3a) and (4a), a synthesis of both (R)- and (S)-2,3-diaminopropanoic acid is described. Furthermore the cyclisation of the homoallylic tosylurea (2d), occurring with total diastereoselection, is depicted.
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页码:2263 / 2272
页数:10
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