Synthesis of functionalized pyrrolidin-2-ones and (S)-Vigabatrin from pyrrole

被引:70
作者
Gheorghe, A [1 ]
Schulte, M [1 ]
Reiser, O [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany
关键词
D O I
10.1021/jo0524472
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Starting from pyrrole, the novel 3,4-didehydropyrohomoglutamate 8 or (ent)-8 can be efficiently synthesized in up to 91% ee, which can be utilized as a versatile building block toward functionalized pyrrolidin-2-ones. Moreover, (ent)-8 can be readily converted to (S)-Vigabatrin, being an irreversible inhibitor for GABA-T, which is used as adjunctive therapy in patients that suffer from epilepsy.
引用
收藏
页码:2173 / 2176
页数:4
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