SYNTHESIS OF CYCLIC ETHERS FROM COPPER CARBENOIDS BY FORMATION AND REARRANGEMENT OF OXONIUM YLIDES

被引:77
作者
CLARK, JS [1 ]
KROWIAK, SA [1 ]
STREET, LJ [1 ]
机构
[1] MERCK SHARP & DOHME LTD,NEUROSCI RES CTR,HARLOW CM20 2QR,ESSEX,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)79359-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper carbenoids undergo efficient intramolecular insertion into allyl ethers, and the resulting ylide-type species rearrange to furnish cyclic ethers (ring sizes 6-8) in high yield. Copper(II) hexafluoroacetylacetonate is an extremely efficient catalyst for this reaction, and use of this complex minimises competing C-H insertion.
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页码:4385 / 4388
页数:4
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