STEREOSELECTIVE SILVER TRIFLATE-MEDIATED IODOCYCLIZATION OF CARBAMATES

被引:24
作者
GUINDON, Y [1 ]
SLASSI, A [1 ]
GHIRO, E [1 ]
BANTLE, G [1 ]
JUNG, G [1 ]
机构
[1] UNIV MONTREAL,DEPT CHEM,MONTREAL H3C 3J7,QUEBEC,CANADA
关键词
D O I
10.1016/S0040-4039(00)74232-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iodocyclization of carbamates involving electron-deficient olefins, (i.e. alpha,beta-unsaturated esters) is greatly facilitated by the use of silver(I) triflate and proceeds with excellent trans ring stereoselectivity. During this process, the resultant iodides can undergo epimerization, the rate of which is solvent-dependent.
引用
收藏
页码:4257 / 4260
页数:4
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