Effects of olefin substitution on the ring-closing metathesis of dienes

被引:258
作者
Kirkland, TA [1 ]
Grubbs, RH [1 ]
机构
[1] CALTECH,ARNOLD & MABEL BECKMAN LABS CHEM SYNTHESIS,DIV CHEM & CHEM ENGN,PASADENA,CA 91125
关键词
D O I
10.1021/jo970877p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ruthenium alkylidene 1 and molybdenum alkylidene 2 have been utilized in the ring-closing metathesis (RCM) of dienes containing gem-disubstituted olefins to yield td-and tetrasubstituted cyclic olefins. Dienes with sterically demanding and/or electron-withdrawing substituents such as Ph, CO2Me, and Bu-t were cyclized successfully with 2, but did not cyclize with 1. Tetrasubstituted cyclic olefins could be formed with 2, but not using alkylidene-1. Dienes with allylic functional groups yielded functionalized cyclic olefins when treated with 1.
引用
收藏
页码:7310 / 7318
页数:9
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