DIASTEREOSELECTIVE CHLOROCYCLOFUNCTIONALIZATION OF N-ALLYLIC TRICHLOROACETAMIDES - SYNTHESIS OF AN ANALOG AND POTENTIAL PRECURSOR OF RP49532

被引:27
作者
COMMERCON, A
PONSINET, G
机构
[1] RHONE-POULENC SANTE - Centre de Recherches de Vitry-Alfortville 13, 94403 Vitry-sur-Seine Cedex
关键词
D O I
10.1016/S0040-4039(00)97492-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of (E)-N-cinnamyl trichloroacetamide with hypochlorous acid yielded trans-dihydro-oxazine 8 which was easily hydrolyzed to (±)-erythro-β-chloro-γ-hydroxy- γ-phenyl-propanamine 2. Applied to the imidazole series, this chlorocyclization gave 15, a potential intermediate in the synthesis of RP49532. © 1990.
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页码:3871 / 3874
页数:4
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