STEREOCHEMISTRY OF ALLYLIC ALKYLATION OF THE TETRACARBONYLIRON COMPLEXES OF (R)-1-ACETYL-5-ISOPROPOXY-3-PYRROLIN-2-ONE

被引:26
作者
KOOT, WJ [1 ]
HIEMSTRA, H [1 ]
SPECKAMP, WN [1 ]
机构
[1] UNIV AMSTERDAM,DEPT ORGAN CHEM,NIEUWE ACHTERGRACHT 129,1018 WS AMSTERDAM,NETHERLANDS
关键词
D O I
10.1039/c39930000156
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The two diastereoisomeric title complexes react with allyltrimethylsilane in the presence of BF3.Et2O to give nucleophilic substitution at C-5 to the corresponding 5-allyl derivatives; the reaction of the cis-complex proceeds slowly and with predominant inversion, whereas the trans-complex reacts quickly and with complete retention of configuration at C-5.
引用
收藏
页码:156 / 158
页数:3
相关论文
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