Synthesis of carbocycles via intramolecular conjugate additions: Another solution to the terpenoid side chain stereochemistry problem

被引:21
作者
Guevel, AC [1 ]
Hart, DJ [1 ]
机构
[1] OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210
关键词
D O I
10.1021/jo951531m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Intramolecular conjugate additions of keto esters 7-11, mediated by pyrrolidine-acetic acid, provide perhydroindans or bicyclo[6.3.0]undecanes with high levels of diastereoselectivity at the acyclic stereogenic center. Levels of acyclic diastereoselection depend on starting unsaturated ester olefin geometry.
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页码:465 / 472
页数:8
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