SYNTHESIS OF METHYL (-)-HOMOGABACULINATE AND A CARBA ANALOG OF 5-ENOLPYRUVYLSHIKIMIC ACID

被引:20
作者
CAMPBELL, MM [1 ]
SAINSBURY, M [1 ]
SEARLE, PA [1 ]
DAVIES, GM [1 ]
机构
[1] ICI PLC,PHARMACEUT,MACCLESFIELD SK10 4TG,CHESHIRE,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)79846-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of (+/-)-3-[1-carboxy-3-alpha-4-alpha-dihydroxycyclohex-1-en-5-beta-yl]-2-methylenepropionic acid, a carba analogue of 5-enolpyruvylshikimic acid from methyl (+/-)-homogabaculinate is described. In addition, both enantiomers of methyl homogabaculinate have been obtained from the Diels Alder reaction of 1-tert-butoxy-carbonyl-1,2-dihydropyridine and the N-acryloyl derivative of Oppolzer's bomane 10,2-sultam.
引用
收藏
页码:3181 / 3184
页数:4
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