A short synthesis of naturally occurring and other analogues of plakinic acids that contain the 1,2-dioxolane group

被引:29
作者
Bloodworth, AJ [1 ]
Bothwell, BD [1 ]
Collins, AN [1 ]
Maidwell, NL [1 ]
机构
[1] ZENECA SPECIALTIES, MANCHESTER M9 8ZS, LANCS, ENGLAND
关键词
D O I
10.1016/0040-4039(96)00143-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Natural and unnatural analogues 4 of plakinic acids A, C and D have been prepared in three steps from alkan-2-ones by (i) LDA-induced condensation with ethyl 3-methylbut-2-enoate to give (2Z)-3,5-dimethylalka-2,4-dienoic acids 10, then (ii) isomerisation to the 2E-isomers 5 and finally (iii) peroxymercuriation with 30% hydrogen peroxide and reduction in situ with sodium borohydride.
引用
收藏
页码:1885 / 1888
页数:4
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