ELABORATION OF ZIRCONACYCLOPENTANES BY SEQUENTIAL INSERTION OF LITHIUM CHLOROALLYLIDE AND KETONES OR ALDEHYDES

被引:29
作者
LUKER, T [1 ]
WHITBY, RJ [1 ]
机构
[1] UNIV SOUTHAMPTON,DEPT CHEM,SOUTHAMPTON SO9 5NH,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)75817-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Insertion of lithium chloropropargylide or lithium chloroallylide into bicycliczirconacyclopentanes gives 1-zirconacyclooct-3-ynes or -3-enes respectively. The former give allenes on protonolysis. The latter react further with ketones or aldehydes to afford 1-zircona-2-oxa-5-decenes which give (E)-homoallyic alcohols on aqueous work-up. With aldehydes moderate 1,6-diastereocontrol is observed.
引用
收藏
页码:785 / 788
页数:4
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