Enantiocontrolled synthesis of spirooxindoles based on the [5+2] cycloaddition of a Tp(CO)2Mo(pyridinyl) scaffold (Tp = hydridotrispyrazolylborate)

被引:67
作者
Malinakova, HC [1 ]
Liebeskind, LS [1 ]
机构
[1] Emory Univ, Sanford S Atwood Chem Ctr, Atlanta, GA 30322 USA
关键词
D O I
10.1021/ol000313z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A [5 + 2] cycloaddition of the pyridinyl pi -complex (-)-1 (98% ee) to methyleneoxindole 2 afforded the spirooxindole complex (-)-3 in high enantiomeric purity. Complex (-)-3 was converted to pyrrolidine (-)-8 (97% ee), which is related to potent cytotoxic analogues of the spirotryprostatins alkaloids.
引用
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页码:4083 / 4086
页数:4
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