Asymmetric synthesis of L-cyclopentyl carbocyclic nucleosides

被引:29
作者
Wang, PY [1 ]
Agrofoglio, LA [1 ]
Newton, MG [1 ]
Chu, CK [1 ]
机构
[1] UNIV GEORGIA,DEPT CHEM,ATHENS,GA 30602
关键词
D O I
10.1016/S0040-4039(97)00898-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric synthesis of L-carbocyclic nucleosides, (+)-beta-L-aristeromycin (11) and its thymine analog (12) was accomplished. The key intermediate 3 was synthesized by a regioselective conjugate addition to the enone 1 followed by DIBAL-H reduction. Coupling of 4 with heterocycle or construction of heterocyle by a linear approach gave 11 and 12. This is the first asymmetric synthesis of L-cyclopentyl carbocyclic nucleosides. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:4207 / 4210
页数:4
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